- Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones
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We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.
- Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang
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supporting information
(2022/02/21)
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- Benzylic aroylation of toluenes with unactivated tertiary benzamides promoted by directed ortho-lithiation
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The deprotonative functionalization of toluenes, for their weak acidity, generally needs strong bases, thus leading to the requirement of harsh conditions and the generation of by-products. Direct nucleophilic acyl substitution reaction of amides with organometallic reagents could provide an ideal solution for ketone synthesis. However, the inert amides and highly reactive organometallic reagents bring great challenges for an efficient and selective synthetic approach. Herein, we reported an lithium diisopropylamide (LDA)-promoted benzylic aroylation of toluenes with unactivated tertiary benzamides, providing a direct and efficient synthesis of various aryl benzyl ketones. This process features a kinetic deprotonative functionalization of toluenes with a readily available base LDA. Mechanism studies revealed that the directed ortho-lithiation of the tertiary benzamide with LDA promoted the benzylic kinetic deprotonation of toluene and triggered the nucleophilic acyl substitution reaction with the amide. [Figure not available: see fulltext.].
- Bao, Can-Can,Luo, Yan-Long,Du, Hui-Zhen,Guan, Bing-Tao
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p. 1349 - 1354
(2021/07/12)
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- Chemoselective reduction of ?,¢-unsaturated carbonyl and carboxylic compounds by hydrogen iodide
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The selective reduction of ?,¢-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ¢ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ¢-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.
- Matsumoto, Shoji,Marumoto, Hayato,Akazome, Motohiro,Otani, Yasuhiko,Kaiho, Tatsuo
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p. 590 - 599
(2021/03/29)
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- Deoxygenative α-alkylation and α-arylation of 1,2-dicarbonyls
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Construction of C-C bonds at the α-carbon is a challenging but synthetically indispensable approach to α-branched carbonyl motifs that are widely represented among drugs, natural products, and synthetic intermediates. Here, we describe a simple approach to generation of boron enolates in the absence of strong bases that allows for introduction of both α-alkyl and α-aryl groups in a reaction of readily accessible 1,2-dicarbonyls and organoboranes. Obviation of unselective, strongly basic and nucleophilic reagents permits carrying out the reaction in the presence of electrophiles that intercept the intermediate boron enolates, resulting in two new α-C-C bonds in a tricomponent process. This journal is
- Arman, Hadi D.,Dang, Hang T.,Haug, Graham C.,Jin, Shengfei,Larionov, Oleg V.,Nguyen, Viet D.
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p. 9101 - 9108
(2020/09/17)
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- Blue Light Promoted Difluoroalkylation of Aryl Ketones: Synthesis of Quaternary Alkyl Difluorides and Tetrasubstituted Monofluoroalkenes
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A facile and cost-effective method for the preparation of fluoroalkylated compounds has been described by the direct photoexcitation of halofluoroalkanes with blue light absorptivity, enabling the difluoroalkylation of aryl ketones. The methodology has provided an efficient, mild, and catalyst-free synthetic method for quaternary difluoroalkylated arenes and tetrasubstituted monofluoroalkenes.
- Li, Kangkui,Chen, Jingchao,Yang, Chunhui,Zhang, Keyang,Pan, Chunxiang,Fan, Baomin,Fan, Baomin
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supporting information
p. 4261 - 4265
(2020/06/04)
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- Intermolecular Markovnikov-Selective Hydroacylation of Olefins Catalyzed by a Cationic Ruthenium-Hydride Complex
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The cationic Ru-H complex was found to be an effective catalyst for the intermolecular hydroacylation of aryl-substituted olefins with aldehydes to form branched ketone products. The preliminary kinetic and spectroscopic studies elucidated a ruthenium-acy
- Kim, Junghwa,Yi, Chae S.
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p. 3336 - 3339
(2016/07/06)
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- Photosensitizer-Free Visible-Light-Mediated Gold-Catalyzed 1,2-Difunctionalization of Alkynes
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Under visible-light irradiation, the gold-catalyzed intermolecular difunctionalization of alkynes with aryl diazonium salts in methanol affords a variety of α-aryl ketones in moderate to good yields. In contrast to previous reports on gold-catalyzed reactions that involve redox cycles, no external oxidants or photosensitizers are required. The reaction proceeds smoothly under mild reaction conditions and shows broad functional-group tolerance. Further applications of this method demonstrate the general applicability of the arylation of a vinyl gold intermediate instead of the commonly used protodemetalation step. This step provides facile access to functionalized products in one-pot processes. With a P,N-bidentate ligand, a stable aryl gold(III) species was obtained, which constitutes the first direct experimental evidence for the commonly postulated direct oxidative addition of an aryl diazonium salt to a pyridine phosphine gold(I) complex.
- Huang, Long,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
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p. 4808 - 4813
(2016/04/19)
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- Transition-Metal-Free α-Arylation of Enolizable Aryl Ketones and Mechanistic Evidence for a Radical Process
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The α-arylation of enolizable aryl ketones can be carried out with aryl halides under transition-metal-free conditions using KOtBu in DMF. The α-aryl ketones thus obtained can be used for step- and cost-economic syntheses of fused heterocycles and Tamoxifen. Mechanistic studies demonstrate the synergetic role of base and solvent for the initiation of the radical process.
- Pichette Drapeau, Martin,Fabre, Indira,Grimaud, Laurence,Ciofini, Ilaria,Ollevier, Thierry,Taillefer, Marc
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supporting information
p. 10587 - 10591
(2015/09/02)
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- Unsymmetrical Saturated Ketones Resulting from Activations of Hydrocarbon C(sp3)-H and C(sp2)-H Bonds Effected by CpW(NO)(H)(η3-allyl) Complexes
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C-H activations of a C(sp2)-H bond in benzene or a C(sp3)-H bond in mesitylene at 80°C under CO pressure in undried solvents without rigorous exclusion of air and moisture can be effected with the 18e complexes CpW(NO)(H)(η3-CH2CHCMe2) (1), CpW(NO)(H)(η3-CH2CHCHMe) (2), and CpW(NO)(H)(η3-CH2CHCHPh) (3) (Cp = η5-C5Me5). These activations are regiospecific and afford in the case of complex 1 good yields of the unsymmetrical saturated ketones 4-methyl-1-phenylpentan-1-one (5) and 1-(3,5-dimethylphenyl)-5-methylhexan-2-one (8), respectively, in which the alkyl groups result from hydrogenation of the allyl ligand in the organometallic reactant. Complex 2 reacts similarly, but complex 3 only produces the ketone from its reaction with CO in benzene. Theoretical calculations indicate that the key mechanistic feature of these conversions is the formation of a 16e η2-alkene complex which is generated by the regiospecific migration of the hydride ligand onto the tertiary carbon of the allyl ligand. The 16e CpW(NO)(η2-CH2 = CHCHMe2) and CpW(NO)(η2-MeCH = CHPh) intermediate complexes formed in this manner by complexes 1 and 3, respectively, have been trapped as the corresponding 18e CO adducts CpW(NO) (CO)(η2-CH2 = CHCHMe2) (10) and CpW(NO) (CO)(η2-MeCH = CHPh) (11). All new complexes have been characterized by conventional spectroscopic and analytical methods, and the solid-state molecular structures of two isomers of 11 have been established by single-crystal X-ray crystallographic analyses. This new and facile method of synthesizing saturated unsymmetrical ketones via C-C bond formation not only is atom economical but also is part of a complete synthetic cycle, since CpW(NO)(CO)2 (4) is the final organometallic product formed in all cases, and it can be readily reconverted to the hydrido allyl reactants 1-3 in three steps via CpW(NO)Cl2. (Chemical Equation Presented).
- Baillie, Rhett A.,Lefvre, Guillaume P.,Wakeham, Russell J.,Holmes, Aaron S.,Legzdins, Peter
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p. 4085 - 4092
(2015/09/01)
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- Highly efficient C-H hydroxylation of carbonyl compounds with oxygen under mild conditions
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A transition-metal-free Cs2CO3-catalyzed α-hydroxylation of carbonyl compounds with O2 as the oxygen source is described. This reaction provides an efficient approach to tertiary α-hydroxycarbonyl compounds, which are highly valued chemicals and widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very environmentally friendly and practical. This transformation is highly efficient and highly selective for tertiary C(sp3)-H bond cleavage. OH, so simple! A transition-metal-free Cs2CO 3-catalyzed α-hydroxylation of carbonyl compounds with O 2 provided a variety of tertiary α-hydroxycarbonyl compounds (see scheme; DMSO=dimethyl sulfoxide), which are widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very efficient and practical.
- Liang, Yu-Feng,Jiao, Ning
-
supporting information
p. 548 - 552
(2014/01/23)
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- Iridium-catalyzed diborylation of benzylic C-H bonds directed by a hydrosilyl group: Synthesis of 1,1-benzyldiboronate esters
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We describe a regioselective diborylation of primary benzylic C-H bonds catalyzed by [Ir(COD)OMe]2 and 4,4′-di-tert-butyl-2,2′- bipyridine (dtbpy). The hydrosilyl group acts as a traceless directing group, providing access to a range of 1,1-benzyldiboronate esters in good yields. Transformations of the 1,1-benzyldiboronate ester products include chemoselective Suzuki-Miyaura cross-couplings and synthesis of tetrasubstituted alkenyl boronate esters.
- Cho, Seung Hwan,Hartwig, John F.
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p. 694 - 698
(2014/01/17)
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- Continuous flow-processing of organometallic reagents using an advanced peristaltic pumping system and the telescoped flow synthesis of (E/Z)-tamoxifen
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A new enabling technology for the pumping of organometallic reagents such as n-butyllithium, Grignard reagents, and DIBAL-H is reported, which utilises a newly developed, chemically resistant, peristaltic pumping system. Several representative examples of its use in common transformations using these reagents, including metal-halogen exchange, addition, addition-elimination, conjugate addition, and partial reduction, are reported along with examples of telescoping of the anionic reaction products. This platform allows for truly continuous pumping of these highly reactive substances (and examples are demonstrated over periods of several hours) to generate multigram quantities of products. This work culminates in an approach to the telescoped synthesis of (E/Z)-tamoxifen using continuous-flow organometallic reagent-mediated transformations.
- Murray, Philip R. D.,Browne, Duncan L.,Pastre, Julio C.,Butters, Chris,Guthrie, Duncan,Ley, Steven V.
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p. 1192 - 1208
(2013/10/08)
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- Steric parameters in the Ir-catalyzed regio- and diastereoselective isomerization of primary allylic alcohols
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The iridium-catalyzed diastereo- and regioselective isomerization of primary allylic alcohols using Crabtree's catalyst or sterically modified analogs is reported. The importance of the size of the substituents on either the substrates or the catalysts has been rationalized by linear free energy relationships.
- Li, Houhua,Mazet, Clement
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supporting information
p. 6170 - 6173
(2014/01/17)
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- Copper-catalyzed regioselective reaction of internal alkynes and diaryliodonium salts
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The copper-catalyzed highly regioselective reaction of internal alkynes with diaryliodonium salts was achieved for the first time. α-Arylketones were obtained in moderate to good yields from arylpropargylic alcohols or aryl alkyl alkynes under mild condit
- Xu, Ze-Feng,Cai, Chen-Xin,Liu, Jin-Tao
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supporting information
p. 2096 - 2099
(2013/06/05)
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- Indium-mediated regioselective synthesis of ketones from arylstannanes under solvent-free ultrasound irradiation
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The solvent-free indium-promoted reaction of alkanoyl chlorides with sterically and electronically diverse arylstannanes is a simple and direct method for the regioselective synthesis of primary, secondary and tertiary alkyl aryl ketones in good to excellent isolated yields (42-84%) under mild and neutral conditions. The protocol is also adequate for the synthesis of aryl vinyl ketones. Reaction times are drastically reduced (from 3-32 h to 10-70 min) under ultrasonic irradiation. Evidences for the involvement of a homolytic aromatic ipso-substitution mechanism, in which indium metal acts as radical initiator, are presented. It is possible the transference of two aryl groups from tin, thus improving effective mass yield, working with diarylstannanes as starting substrates.
- Lo Fiego, Marcos J.,Badajoz, Mercedes A.,Domini, Claudia,Chopa, Alicia B.,Lockhart, María T.
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p. 826 - 832
(2013/03/14)
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- Chiral bronsted acid from a cationic gold(I) complex: Catalytic enantioselective protonation of silyl enol ethers of ketones
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A chiral Bronsted acid has been developed from a cationic gold(I) disphosphine complex in the presence of alcoholic solvent and applied to the enantioselective protonation reaction of silyl enol ethers of ketones. Various optically active cyclic ketones were obtained in excellent yields and high enantioselectivities, including cyclic ketones bearing aliphatic substrates at the α-position. Furthermore, the application of this Bronsted acid was extended to the first Bronsted acid-catalyzed enantioselective protonation reaction of silyl enol ethers of acyclic substrates, regardless of their E/Z ratio.
- Cheon, Cheol Hong,Kanno, Osamu,Toste, F. Dean
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supporting information; experimental part
p. 13248 - 13251
(2011/10/10)
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- A highly active and selective palladium pincer catalyst for the formation of α-aryl ketones via cross-coupling
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Several air and moisture stable Pd(ii) pincer complexes were synthesized via oxidative addition of Pd(0) to novel PheBox pincer ligand precursors. Low loadings (1 mol%) of the Pd complex [t-BuPhebox-Me2]PdBr are capable of efficiently promoting the selective α-monoarylation of a variety of ketones with numerous aryl bromides in only 1 h at 70°C with 82-99% yields.
- Bugarin, Alejandro,Connell, Brian T.
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supporting information; experimental part
p. 7218 - 7220
(2011/08/09)
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- Nucleophilic α-arylation and α-alkylation of ketones by polarity inversion of N-alkoxyenamines: Entry to the umpolung reaction at the α-carbon position of carbonyl compounds
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A new aspect of enamine chemistry: The formation of N-alkoxyenamines from ketones has led to an efficient umpolung reaction. The alkylation of N-alkoxyenamines with trialkylaluminum compounds proceeded smoothly and gave α-alkylated ketones (see scheme). This reaction offers a simple transformation of ketones into α-substituted ketones without the need to isolate enamines and intermediary imines.
- Miyoshi, Tetsuya,Miyakawa, Takayuki,Ueda, Masafumi,Miyata, Okiko
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supporting information; experimental part
p. 928 - 931
(2011/04/14)
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- Palladium-catalyzed carbonylation/acyl migratory insertion sequence
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Chemical Equation Presented On the move: A palladium-catalyzed reaction of aryl iodides, diazo compounds or N-tosylhyd razones, and carbon monoxide affords β-oxo esters or ketones/ enones (see scheme; DCE = l,2-dichloroethane). The products are delivered with high efficiency through the title sequence.
- Zhang, Zhenhua,Liu, Yiyang,Gong, Mingxing,Zhao, Xiaokun,Zhang, Yan,Wang, Jianbo
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scheme or table
p. 1139 - 1142
(2010/05/02)
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- Enantioselective hydrogenation and transfer hydrogenation of bulky ketones catalysed by a ruthenium complex of a chiral tridentate ligand
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A study on the enantioselective hydrogenation of tertiary alkyl ketones catalysed by a novel class of tridentate-Ru complex is reported. In contrast to the extensively studied [RuCl2(diphos)(di-primary amine)] complexes, this new class of hydro
- Diaz-Valenzuela, M. Belen,Phillips, Scott D.,France, Marcia B.,Gunn, Mary E.,Clarke, Matthew L.
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supporting information; experimental part
p. 1227 - 1232
(2009/08/10)
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- Diastereoselective friedel-crafts alkylation of indoles with chiral α-phenyl benzylic cations. Asymmetric synthesis of anti-1,1,2- triarylalkanes
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(Chemical Equation Presented) The reactions of chiral benzyl carbocations bearing α-phenyl substituents with N-sulfonylated indoles afford 1,1,2-triarylalkanes with antiselectivities. This outcome is a reversal of facial diastereoselectivity relative to B
- Chung, John Y. L.,Mancheno, Danny,Dormer, Peter G.,Variankaval, Narayan,Ball, Richard G.,Tsou, Nancy N.
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supporting information; experimental part
p. 3037 - 3040
(2009/05/07)
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- Reaction of (2-ethyl-aziridin-2-yl)diphenyl methanol and diphenyl-(2-phenyl-aziridin-2-yl)methanol with phenyl and t-butyl isocyanates, phenyl isothiocyanate and thiophosgene
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The reactions of aziridine alcohols with organic isocyanates, isothiocyanates and thiophosgene were described. It was found that the reactions with phenyl or t-butyl isocyanate give urea derivatives as major products, whereas the reaction with thiophosgene resulted in the formation of isothiocyanates derivatives. The mechanism of these reactions was proposed.
- Kryczka,Lesniak,Pasternak,Porwanski
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p. 1927 - 1934
(2008/09/18)
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- Stereoselective synthesis of trisubstituted alkenylboranes by palladium-catalysed reaction of alkynyltriarylborates with aryl halides
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The palladium-catalysed reaction of alkynyltriarylborates with aryl halides afforded trisubstituted alkenylboranes, in which two different aryl groups were installed across the carbon-carbon double bond in a cis arrangement. The Royal Society of Chemistry.
- Ishida, Naoki,Miura, Tomoya,Murakami, Masahiro
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p. 4381 - 4383
(2008/04/01)
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- Carbolithiation of diphenylacetylene as a stereoselective route to (Z)-tamoxifen and related tetrasubstituted olefins
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(Chemical Equation Presented) Carbolithiation of diphenylacetylene can be exploited to generate (E)-1-lithio-1,2-diphenylalkyl-1-enes which can be reacted in situ with triisopropylborate to stereoselectively provide (E)-1,2-diphenyl-1-alkylene boronic acids. These tetrasubstituted vinylboronic acids served as versatile intermediates for the generation of tetrasubstituted olefins with retention of stereochemistry. The application of this method for the stereoselective synthesis of (Z)-tamoxifen and related analogues is described.
- McKinley, Neola F.,O'Shea, Donal F.
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p. 9552 - 9555
(2007/10/03)
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- Addition/ring-opening reaction of organoboronic acids to cyclobutanones catalyzed by rhodium(I)/P(t-Bu)3 complex
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An addition/ring-opening reaction of aryl- and alkenylboronic acids to cyclobutanones took place in 1,4-dioxane at 100 °C in the presence of a rhodium(I) catalyst bearing tri-t-butylphosphine, affording ring-opened ketones. Mechanistically, the reaction proceeded through the addition of an organorhodium species to the carbonyl group of a cyclobutanone and a subsequent ring-opening of the resulting rhodium cyclobutanolate through β-carbon elimination. A deuterium-labeling experiment revealed that an alkylrhodium species generated by the β-carbon elimination underwent successive β-hydride elimination/re-addition processes to form the η3-oxaallylrhodium intermediate, which was readily protonated to afford the product.
- Matsuda, Takanori,Makino, Masaomi,Murakami, Masahiro
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p. 1528 - 1533
(2007/10/03)
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- Rhodium-catalyzed addition/ring-opening reaction of arylboronic acids with cyclobutanones
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Cyclobutanones react with arylboronic acids in the presence of a catalytic amount of Rh(I) complex to afford butyrophenone derivatives through the addition of an arylrhodium(I) species to the carbonyl group, followed by ring-opening of the resulting rhodium(I) cyclobutanolate.
- Matsuda, Takanori,Makino, Masaomi,Murakami, Masahiro
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p. 1257 - 1259
(2007/10/03)
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- Multiple arylation of alkyl aryl ketones and α,β-unsaturated carbonyl compounds via palladium catalysis
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Alkyl (ethyl to butyl) aryl ketones have been found to undergo multiple arylation on the alkyl chains accompanied by oxidative unsaturation upon treatment with excess aryl bromides in the presence of a palladium catalyst and a base. In the case of phenyl propyl ketones, for example, the arylation occurs up to five times on the α-and γ-positions as well as the ortho-position of the phenyl ring to give 1-(biphenyl-2-yl)-2,4,4,4-tetraphenyl-2-buten-1-ones along with other arylation products. A number of α,β-unsaturated carbonyl compounds are also arylated multiply on the α- and γ-positions.
- Terao, Yoshito,Kametani, Yoko,Wakui, Hiroyuki,Satoh, Tetsuya,Miura, Masahiro,Nomura, Masakatsu
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p. 5967 - 5974
(2007/10/03)
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- Debenzotriazolylation of α-benzotriazolyl ketones with samarium diiodide
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Removal of the benzotriazolyl moiety of α-benzotriazolyl ketones by samarium diiodide at room temperature to give the corresponding ketones in good yields is described.
- Katritzky, Alan R.,Wang, Junquan,Henderson, Scott A.
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p. 1567 - 1574
(2007/10/03)
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- α-arylation vs. α-arylhydrazonylation of alkyl aryl ketones with arylazo tert-butyl sulfides
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Potassium enolates of alkyl aryl ketones react selectively in DMSO with phenylazo 1a and 4-methylphenylazo tert-butyl sulfide 1b undergoing respectively effective α-phenylation via S(RN)1 and α-(4-methylphenyl)hydrazonylation via elimination-addition.
- Dell'Erba,Novi,Petrillo,Tavani
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p. 235 - 242
(2007/10/02)
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- Interfacial Activity of Quaternary Salts as a Guide to Catalytic Performance in Phase-Transfer Catalysis
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The phase tranfer catalysed ethylation of deoxybenzoin has been studied in several solvents, using symmetrical quaternary ammonium bromides as catalysts.In all cases the reactivity passed through a maximum as the size of the catalyst increased.The catalysts were also found to reduce the interfacial tension between the phases - this effect also passing through a maximum as a function of catalyst size.A correlation was observed between the two parameters, such that those catalysts reducing interfacial tension most markedly were also the best catalysts.Therefore, interfacial tension can be a guide to catalytic activity in certain PTC systems.
- Mason, Doron,Magdassi, Shlomo,Sasson, Yoel
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p. 2714 - 2717
(2007/10/02)
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- Modification of Photochemical Reactivity by Cyclodextrin Complexation: Alteration of Photochemical Behavior via Restriction of Translational and Rotational Motions. Alkyldeoxybenzoins
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The photochemical behavior of alkyldeoxybenzoins has been investigated in isotropic organic solvents, in aqueous cyclodextrin solutions, and when they are bound to cyclodextrin in the solid state.Norrish type I and type II reactions occur in these media and the product distributions resulting from these primary processes are dependent on the medium.While in organic solvents the type I and the type II products are obtained in equal amounts, in the aqueous cyclodextrin solution the type II products are formed in large excess.In the solid state the type II products constitute more than 90percent of the product distribution.Ratios of products resulting via elimination and cyclization from the type II 1,4-diradical are also altered by the host cyclodextrin.Conformational and super-cage effects have been invoked to rationalize the dramatic alteration of the photobehavior of alkyldeoxybenzoins by the cyclodextrin.
- Reddy, G. Dasaratha,Ramamurthy, V.
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p. 5521 - 5528
(2007/10/02)
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- 1,1,2-Triphenylbut-1-enes: Relationship between Structure, Estradiol Receptor Affinity, and Mammary Tumor Inhibiting Properties
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1,1,2-Triphenylbut-1-enes, which are substituted with acetoxy groups on one, two, or three aromatic rings in the para and/or meta positions, were synthesized.The identity of the occurring E and Z isomers were established by 1H NMR spectroscopy.A study on structure-activity relationships was carried out with regard to estradiol receptor affinity and to inhibiting effects on the growth of a postmenopausal human mammary carcinoma implanted in nude mice.The para-substituted compounds generally exhibited a higher receptor affinity and a better antitumor activity than the corresponding meta-substituted ones.The E isomers were superior to the respective Z isomers in those two properties.The tumor-inhibiting effect of the mono-and disubstituted compounds was better than that of the trisubstituted ones.Except for the trisubstituted compounds, they all showed a good correlation between estradiol receptor affinity and antitumor activity.One of the compounds was also tested on the 9,10-dimethylbenzanthracene-induced, hormone-dependent mammary carcinoma of the Spraque-Dawley rat, and the results corresponded to those obtained in the xenograft tumor.
- Schneider, Martin R.,Angerer, Erwin von,Schoenenberger, Helmut,Michel, Ralf Th.,Fortmeyer, H. P.
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p. 1070 - 1077
(2007/10/02)
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