- Coordination preferences of 4-dimethylaminobut-3-en-2-one in thermally and photochemically activated reactions with Ru3(CO)12
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The thermally and photochemically activated reactions of Ru3(CO)12 with 4-dimethylaminobut-3-en-2-one (L) were studied and several mononuclear and polynuclear products were isolated and fully characterized by a combination of spectro
- Osintseva, Svetlana V.,Shtel'tser, Nikolay A.,Peregudov, Alexander S.,Kreindlin, Arkadii Z.,Dolgushin, Fedor M.
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- Iron-catalyzed trimerization of terminal alkynes enabled by pyrimidinediimine ligands: A regioselective method for the synthesis of 1,3,5-substituted arenes
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The development of pyrimidine-based analogues of the well-known pyridinediimine (PDI) iron complexes enables access to a functional-group-tolerant methodology for the catalytic trimerization of terminal aliphatic alkynes. Remarkably, in contrast to established alkyne trimerization protocols, the 1,3,5-substituted arenes are the main reaction products. Preliminary mechanistic investigations suggest that the enhanced π-acidity of the pyrimidine ring, combined with the hemilability of the imine groups coordinated to the iron center, facilitates this transformation. The entry point in the catalytic cycle is an isolable iron dinitrogen complex. The catalytic reaction proceeds via a 1,3-substituted metallacycle, which explains the observed 1,3,5-regioselectivity. Such a metallacycle could be isolated and represents a rare 1,3-substituted ferracycle obtained through alkyne cycloaddition.
- Doll, Julianna S.,Eichelmann, Robert,Hertwig, Leif E.,Bender, Thilo,Kohler, Vincenz J.,Bill, Eckhard,Wadepohl, Hubert,Ro?ca, Drago?-Adrian
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p. 5593 - 5600
(2021/05/31)
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- Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds
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A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]
- Li, Zhibin,Zhang, Yan,Li, Kuiliang,Zhou, Zhenghong,Zha, Zhenggen,Wang, Zhiyong
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p. 2134 - 2141
(2021/09/29)
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- Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds
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Visible light-induced organic reactions are important chemical transformations in organic chemistry, and their efficiency highly depends on suitable photocatalysts. However, the commonly used photocatalysts are precious transition-metal complexes and elaborate organic dyes, which hamper large-scale production due to high cost. Here, for the first time, we report a novel strategy: light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds, allowing high-value-added aromatic ketones and carboxylic acids to be easily prepared in high-to-excellent yields using readily available alkyl arenes, methyl arenes and aldehydes as materials. The mechanistic investigations showed that the treatment of inexpensive and readily available sodium trifluoromethanesulfinate with oxygen under irradiation of light could in situ form a pentacoordinate sulfide intermediate as an efficient photosensitizer. The method represents a highly efficient, economical and environmentally friendly strategy, and the light and oxygen-enabled sodium trifluoromethanesulfinate photocatalytic system represents a breakthrough in photochemistry. This journal is
- Fu, Hua,Liu, Can,Liu, Yong,Yang, Haijun,Zhu, Xianjin
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supporting information
p. 4357 - 4363
(2020/07/14)
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- Cyclotrimerization of alkynes catalyzed by a self-supported cyclic tri-nuclear nickel(0) complex with α-diimine ligands
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A cyclic tri-nuclear α-diimine nickel(0) complex [{Ni(μ-LMe-2,4)}3] (2) was synthesized from a “pre-organized”, trimerized trigonal LNiBr2-type precursor [Ni3(μ2-Br)3(μ3-Br)2(LMe-2,4)3]·Br (1; LMe-2,4 = [(2,4-Me2C6H3)NC(Me)]2). In complex 2, the α-diimine ligands not only exhibit the normal N,N′-chelating mode, but they also act as bridges between the Ni atoms through an unusual π-coordination of a C═N bond to Ni. Complex 2 is able to catalyze the cyclotrimerization of alkynes to form substituted benzenes in good yield and regio-selectivity for the 1,3,5-isomers, which is found to vary with the nature of the alkyne employed. This complex represents a convenient self-supported nickel(0) catalyst with no need for additional ligands and reducing agent.
- Shen, Lingyi,Zhao, Yanxia,Luo, Qiong,Li, Qian-Shu,Liu, Bin,Redshaw, Carl,Wu, Biao,Yang, Xiao-Juan
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supporting information
p. 4643 - 4649
(2019/04/05)
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- Efficient Palladium(0) supported on reduced graphene oxide for selective oxidation of olefins using graphene oxide as a ‘solid weak acid’
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Selective oxidation of olefin derivatives to ketones has made innovative development over palladium(0) supported on reduced graphene oxide. Compared to traditional Wacker oxidation, the novel method offers an economical and environment-friendly option by using graphene oxide (GO) as a ‘solid weak acid’ instead of classical homogeneous catalysts like H2SO4 and CF3COOH. X-ray diffraction, X-ray photoelectron spectroscopy, scanning electron microscope and transmission electron microscopy images of Pd0/RGO showed that the nanoscaled Pd particles generated at the flake structure of reduced graphene oxide. Under optimized condition, up to 44 kinds of ketones with different structures can be prepared with excellent yields.
- Gao, Xi,Zhou, Jianhao,Peng, Xinhua
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- Transformation of Alkynes into Chiral Alcohols via TfOH-Catalyzed Hydration and Ru-Catalyzed Tandem Asymmetric Hydrogenation
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A novel full atom-economic process for the transformation of alkynes into chiral alcohols by TfOH-catalyzed hydration coupled with Ru-catalyzed tandem asymmetric hydrogenation in TFE under simple conditions has been developed. A range of chiral alcohols was obtained with broad functional group tolerance, good yields, and excellent stereoselectivities.
- Liu, Sensheng,Liu, Huan,Zhou, Haifeng,Liu, Qixing,Lv, Jinliang
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supporting information
p. 1110 - 1113
(2018/02/23)
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- Synthesis, crystal structure, and supramolecular understanding of 1,3,5-tris(1-phenyl-1H-pyrazol-5-yl)benzenes
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Understanding the supramolecular environment of crystal structures is necessary to facilitate designing molecules with desirable properties. A series of 12 novel 1,3,5-tris(1-phenyl-1H-pyrazol-5-yl)benzenes was used to assess the existence of planar stacking columns in supramolecular structures of pyrazoles. This class of molecules with different substituents may assist in understanding how small structural changes affect the supramolecular environment. The obtained compounds did not present the formation of planar stacking interactions between benzenes in solid or liquid states. This supposition was indicated by single crystal diffraction, Density Functional Theory (DFT) and quantum theory of atoms in molecules (QTAIM) calculations, and concentration-dependent liquid-state1H nuclear magnetic resonance (NMR). NMR showed that chemical shifts of benzene and pyrazole hydrogens confirm that planar stacking interactions are not formed in solution. The crystalline structures presented different molecular conformations. The molecular structures of 5 and 9b are in a twisted conformation, while compound 7 showed a conformation analogous to a calyx form.
- Martins, Marcos A. P.,Meyer, Alexandre R.,Salbego, Paulo R. S.,Dos Santos, Daniel M.,De Moraes, Guilherme A.,Bonacorso, Helio G.,Zanatta, Nilo,Frizzo, Clarissa P.,H?rner, Manfredo
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- Organopromoted Selectivity-Switchable Synthesis of Polyketones
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In this work, an organopromoted metal-free pharmaceutical-oriented selectivity-switchable benzylic oxidation was developed, affording mono-, di-, and trioxygenation products, respectively, using oxygen as the oxidant under mild conditions. This process facilitates dioxygenation of 2,6-benzylic positions of heterocycles, which could be inhibited by heterocycle chelation to the metal cocatalysts. Enantiopure chiral ketones could also be prepared. The noninvolvement of transition metals and toxins avoids metal or hazardous residues, consequently ensuring a final-stage gram-scale synthesis of Lenperone.
- Liu, Jie,Hu, Kang-Fei,Qu, Jian-Ping,Kang, Yan-Biao
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supporting information
p. 5593 - 5596
(2017/10/25)
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- Alternative tandem cyclisation pathways in the reaction between imines and enones
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Dihydroisoquinoline reacts with Danishefsky's diene under Lewis acidic conditions or neat, to give low to moderate yields of the formal aza-Diels-Alder, [4+2]-cycloadduct. However, using methoxyvinyl methylketone with Lewis acid catalysis does not give the aza-Diels-Alder adduct, rather a formal [2+2+2]-cycloaddition occurs to provide access to a diacetyl dihydropyridine. Increased Lewis acid loading results in reduced dihydropyridine formation, and instead, a trimerisation reaction of the methoxyvinyl methyl ketone occurs, to give 1,3,5-triacetylbenzene from a different formal [2+2+2]-cycloaddition. The formal [4+2]-cycloaddition reaction of methoxyvinyl methylketone requires a cyclic imine in order to form the dihydropyridine because the reaction with acyclic imines produced a dihydropyridine from a formal [1+2+1+2]-cycloaddition. Evidence resulting from the isolation of reaction intermediates and in situ spectroscopic studies, shows that the reaction between 3,4-dihydroisoquinoline and methyl vinyl ketone, catalysed by oxy-philic Lewis acids, proceeds via a Mannich-Michael pathway and an imminium ion species. All reactions occur by one-pot cascade routes.
- Girling, P. Ricardo,Batsanov, Andrei S.,Calow, Adam D.J.,Shen, Hong C.,Whiting, Andrew
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p. 1105 - 1113
(2016/07/06)
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- Flow Synthesis in Hot Water: Synthesis of the Atypical Antipsychotic Iloperidone
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Inductively heated steel reactors continuously perform organic transformations in water under high temperature conditions, utilizing the unique physiochemical properties of water at subcritical conditions. We demonstrated the power of this set-up in the continuous synthesis of the atypical antipsychotic drug iloperidone, in which we performed four out of five steps under aqueous conditions.
- Hartwig, Jan,Kirschning, Andreas
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supporting information
p. 3044 - 3052
(2016/03/23)
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- Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water
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The cyclotrimerization reactions of enaminones and electron deficient terminal alkynes have been efficiently performed in water in the presence of only a small amount of lactic acid. The reactions led to the green synthesis of a variety of 1,3,5-triacylbenzenes without using any metal as catalyst. Brief investigation on different elaboration of the triacylbenzene product demonstrated the versatile synthetic application of these 1,3,5-triacylbenzenes. This journal is the Partner Organisations 2014.
- Wan, Jie-Ping,Lin, Yunfang,Hu, Kaikai,Liu, Yunyun
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p. 20499 - 20505
(2014/06/09)
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- Mechanistic and exploratory investigations into the synthesis of 1,3,5-triaroylbenzenes from 1-aryl-2-propyn-1-ones and 1,3,5-triacetylbenzene from 4-methoxy-3-buten-2-one by cyclotrimerization in hot water in the absence of added acid or base
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Neat 1-phenyl- and 1-(p-tolyl)-2-propyn-1-ones (1 and 1′, respectively) were heated in water without any additive at 150 °C for 2 h to give 1,3,5-tribenzoyl- and 1,3,5-tri-(p-toluoyl)benzenes (2 and 2′, respectively) in 74 and 52% yields, respectively. The crossed reactions of 1 with the enolate of p-toluoylacetaldehyde (3′) and 1′ with the enolate of benzoylacetaldehyde (3) were carried out to give unsymmetrically substituted 1-toluoyl-3,5-dibenzoylbenzene (Ph2Tol) and 1,3-ditoluoyl-5-benzoylbenzene (PhTol2), respectively, corroborating the previously proposed reaction mechanism in which 3 and 3′ that are formed by rate-determining nucleophilic attack of HO- on 1 and 1′ or its conjugate acids formed by subsequent protonation would serve as a common intermediate for the formation of 2, 2′ and the acetophenone derivatives as byproducts. When 4-methoxy-3-buten-2-one (4) was heated in hot pure water without any additive at 150 °C for 30 min, 1,3,5-triacetylbenzene (5) was obtained in an isolated yield of 77% just by removing water by filtering the crystalline product from the cooled reaction mixture. The reaction did not take place in the absence of water. Slow decompositions of 5 in water set in at the temperature of 300 °C for 30 min.
- Iwado, Tatsuya,Hasegawa, Keiya,Sato, Toshiyuki,Okada, Masaki,Sue, Kiwamu,Iwamura, Hiizu,Hiaki, Toshihiko
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supporting information
p. 1949 - 1954
(2013/04/23)
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- Lewis acid-catalyzed Diels-Alder reaction of 2-cyclopentenones with Danishefsky's diene: Double bond isomerization of tetrahydro-1Hindene- 1,5(7aH)-diones, and attempts on an asymmetric catalysis
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This work describes the investigation of the Diels-Alder reaction of the electron-rich diene trans- 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (Danishefsky's diene) and the non-activated dienophiles 2-cyclopentenone and 2-methyl-2-cyclopentenone with respect to reactivity, regioselectivity and stereoselectivity. An observed double bond isomerization limits the practicability of 2-cyclopentenone as a dienophile in Diels-Alder reactions. 2-Methyl-2- cylopentenone could be converted quantitatively into one regioisomeric Diels-Alder adduct, however the stereochemical control turned out to be very demanding. ARKAT-USA, Inc.
- Krebs, Michael,Laschat, Sabine
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scheme or table
p. 5 - 19
(2012/03/11)
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- Reactions of alkynes with [RuCl(cyclopentadienyl)] complexes: The important first steps
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Cyclopentadienyl-ruthenium half-sandwich complexes with η2-bound alkyne ligands have been suggested as catalytic intermediates in the early stages of Ru-catalyzed reactions with alkynes. We show that electronically unsaturated complexes of the formula [RuCl(Cp)(η2-RC=CR')] can be stabilized and crystallized by using the sterically demanding cyclopentadienyl ligand Cp (Cp = η5-l-methoxy-2,4tert-butyl-3-neopentyl-cyclopentadienyl). Furthermore we demonstrate that [RuCl2(Cp)]2 is an active and regioselective catalyst for the [2+2+2] cyclotrimerization of alkynes. The first elementary steps of the reaction of mono(η2- alkyne) complexes containing {RuCl(Cp*)} (Cp* = η5- C5Me5) and (RuCl(Cp)} fragments with alkynes were investigated by DFT calculations at the M06/6-31G* level in combination with a continuum solvent model. Theoretical results are able to rationalize and complement the experimental findings. The presence of the sterically demanding Cp ligand increases the activation energy required for the formation of the corresponding di(η2alkyne) complexes, enhancing the initial regioselectivity, but avoiding the evolution of the system towards the expected cyclotrimerization product when bulky substituents are present. Theoretical results also show that the electronic structure and stability of a metallacyclic intermediate is strongly dependent on the nature of the substituents present in the alkyne.
- Dutta, Barnali,Curchod, Basile F. E.,Campomanes, Pablo,Solari, Euro,Scopelliti, Rosario,Rothlisberger, Ursula,Severin, Kay
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experimental part
p. 8400 - 8409
(2010/09/05)
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- Investigation on the reactions of o-hydroxybenzyl alcohols with vinyl ethers under acidic and/or thermal conditions
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The reaction of vinyl ethers with o-hydroxybenzyl alcohols under different reaction conditions was investigated. The aim of this attempt was to find out whether the protection reactions or the hetero Diels-Alder reaction of quinone methide in situ generat
- Kumbaraci, Volkan,Ergunes, Duygu,Midilli, Melike,Begen, Seckin,Talinli, Naciye
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scheme or table
p. 226 - 230
(2009/08/09)
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- Selective cyclodimerization and cyclotrimerization of acetals bearing electron-withdrawing groups catalyzed by lewis acids
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Acetais like 3,3-dlethoxyproplonate bearing electron-withdrawing groups were found to undergo cyclodimerization and cyclotrimerization in the presence of Lewis acids to give coumalates and 1,3,5-trisubstituted benzenes. The selectivity of these products depended on the Lewis acids employed. For instance, ethyl coumalate was obtained from, ethyl 3,3diethoxypropionate in high selectivity under the influence of d-block Lewis acids like FeCl3, whereas triethyl 1,3,5-benzenetricarboxylate was obtained in preference to ethyl coumalate under the influence of lanthanoid Lewis acids like GdCl3, Various coumalates were synthesized by the FeCl3catalyzed cross-cyclodimerization of acetals with active methylene compounds, From 4,4-diniethoxy-2-butanone, however, 1,3,5-triacetylbenzene, which is difficult to prepare regioselectively by conventional methods, was formed in quantitative yield under the influence of AlCl3, This reaction would provide a very convenient route to 1,3,5-triacetylbenzene,
- Maeda, Sayuki,Obora, Yasushi,Ishii, Yasutaka
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experimental part
p. 4067 - 4072
(2009/12/24)
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- Synthesis of trisubstituted-4H-pyrans via unexpected cycloaddition of aldehydes with acetylenic ketones mediated by DMAP and 2, 4-pentanedione
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A cycloaddition of aldehydes and acetylenic ketones mediated by 4-dimethylaminopyridine and 2, 4- pentanedione is reported. The method supplies a facile way to synthesize 3, 4, 5-trisubstituted-4H-pyrans in moderate to good yields under mild conditions.
- Hu, Bin,Zhou, Qing-Fa,Tang, Kai,Xue, Song
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body text
p. 560 - 563
(2010/04/23)
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- Palladium-catalyzed aerobic oxidation of terminal olefins with electron-withdrawing groups in scCO2
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Product control of palladium-catalyzed aerobic oxidation of terminal olefins with electron-withdrawing groups can be achieved through modifying reaction conditions. When the oxidant, such as CuCl2/O2, benzoquinone/O2 or O2, was present in scCO2, aerobic oxidation of terminal olefins goes smoothly. With enough MeOH and sufficient oxygen, acetalization preponderated over cyclotrimerization, while with little MeOH as co-solvent in scCO2 or no MeOH in DMF and an appropriate pressure of O2, cyclotrimerization of terminal olefins became the dominated reaction. When oxygen is absent and triethylamine was added into the reaction system, palladium-catalyzed C-N bond formation occurs to produce β-amino acid derivatives as the sole product.
- Jiang, Huan-Feng,Shen, Yan-Xia,Wang, Zhao-Yang
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p. 508 - 514
(2008/03/28)
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- A simple PdCl2/O2/DMF catalytic system for highly regioselective cyclotrimerization of olefins with electron-withdrawing groups
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A highly regioselective cyclotrimerization of olefins with electron-withdrawing groups in a PdCl2/O2/DMF catalytic system is disclosed, and a possible mechanism has also been proposed, which reveals the PdCl2-catalyzed cyclotrimerization of olefins with electron-withdrawing groups goes through a quite different pathway from that of alkynes.
- Jiang, Huan-Feng,Shen, Yan-Xia,Wang, Zhao-Yang
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p. 7542 - 7545
(2008/03/14)
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- A new organocatalytic process of cyclotrimerization of acetylenic ketones mediated by 2,4-pentanedione
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A new organocatalytic process of cyclotrimerization of the aliphatic and aromatic acetylenic ketones was developed. The reaction catalyzed by DMAP in the presence of 2,4-pentanedione gave 1,3,5-trisubstituted benzenes in almost quantitative yields under very mild conditions. 2,4-Pentanedione was used as a co-catalyst to promote the reaction efficiently, particularly for aliphatic acetylenic ketones. Georg Thieme Verlag Stuttgart.
- Zhou, Qing-Fa,Yang, Fei,Guo, Qing-Xiang,Xue, Song
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p. 215 - 218
(2007/10/03)
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- Efficient intermolecular [2 + 2 + 2] alkyne cyclotrimerization in aqueous medium using a ruthenium(IV) precatalyst
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The dimeric bis(allyl)-ruthenium(IV) complex [{Ru(η3:η3-C10H16)(μ-Cl)Cl}2] (C10H16 = 2,7-dimethylocta-2,6-diene-1,8-diyl) was found to catalyze efficiently the [2 + 2 + 2] cyclization of terminal and internal alkynes in aqueous medium. Copyright
- Cadierno, Victorio,Garcia-Garrido, Sergio E.,Gimeno, Jose
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p. 15094 - 15095
(2007/10/03)
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- Alkyne oligomerization mediated by rhodium complexes with a phosphinosulfonamido ligand and isolation and characterization of a rhodacyclopentadiene complex
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Treatment of N-tosyl aziridine with KPPh2 in THF produces Ph2PCH2CH2NTsK (Ts = p-CH3C 6H4SO2). Reaction of Ph2PCH 2CH2NTsK with [Rh2(μ2-Cl) 2(NBD)2] (NBD = norbornadiene) and [Rh2(μ 2-Cl)2(COD)2] (COD = 1,5-cyclooctadiene) produces [Rh(NBD)(Ph2PCH2CH2NTs)] and [Rh(COD)(Ph2PCH2CH2NTs)] (4), respectively. Reaction of Ph2PCH2CH2NTsK with [Ir 2(μ2-Cl)2(COD)2] gives [Ir(COD)(Ph2PCH2CH2NTs)]. Complex 4 is catalytically active for polymerization of arylalkynes and for cyclotrimerization of HCCCOR (R = OEt, Me). The novel metallacycle [Rh(C(CO 2Et)CHC(CO2Et)CH)(CH(CO2Et)CCCCO 2Et)(Ph2PCH2CH2NHTs)2] was isolated from the reaction of 4 with ethyl propiolate. The metallacycle is catalytically active for cyclotrimerization of ethyl propiolate.
- Xue, Peng,Sung, Herman S.Y.,Williams, Ian D.,Jia, Guochen
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p. 1945 - 1953
(2007/10/03)
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- Enaminones in organic synthesis: A novel synthesis of 1,3,5-trisubstituted benzene derivatives and of 2-substituted-5-aroylpyridines
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Enaminones undergo self-condensation on reflux in acidic media yielding 1,3,5-trisubstituted benzene in very high yields. Reaction of enaminones 1a,b with ethyl propiolate affords 5-aroyl-1,3-benzene dicarboxylate derivatives.
- Abdel-Khalik, Mervat Mohammed,Elnagdi, Mohamed Hilmy
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p. 159 - 164
(2007/10/03)
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- A new method for synthesis of 1,3 5-triacetylbenzene
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The title compound has been obtained by the reaction of acetyl chloride with vinyl chloride in the presence of a Lewis acid.This forms yet another method for the synthesis of 1,3,5-triacetylbenzene.
- Reddy, D. Bhaskar,Babu, N. Chandrasekhar
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p. 275 - 276
(2007/10/03)
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- REACTIONS OF ELEMENTAL SULFUR AND SELENIUM WITH SOME ACETYLENIC COMPOUNDS. FORMATION OF THIOPHENES AND SELENOPHENES
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The reaction of 3-butyn-2-one with elemental sulfur at 205-215 deg C in benzene in a stainless autoclave afforded 2,4- and 2,5-diacetylthiophenes in 43percent and 22percent yields, respectively. Under similar conditions, the reaction with elemental selenium gave 2,4- and 2,5-diacetylselenophenes in 32percent and 29percent yields, respectively. Diphenylacetylene reacted with sulfur and selenium to produce tetraphenylthiophene (78percent) and tetraphenylselenophene (38percent), respectively. The reaction of di(2-thienyl)acetylene with sulfur provided tetra(2-thienyl)thiophene in 57percent yield. The reactionof dimethyl acetylenedicarboxylate with sulfur in the presence of diphenylacetylene afforded 2,3-bis(methoxycarbonyl)-4,5-diphenylthiophene (29percent) and tetrakis(methoxycarbonyl)thiophene (15percent). On the basis of these results, the mechanism for the formation of thiophenes and selenophenes is discussed.
- Nakayama, Juzo,Yomoda, Rie,Hoshino, Masamatsu
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p. 2215 - 2222
(2007/10/02)
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- Palladium-Promoted Transformation of β-Amino Ketones to Enaminones
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The reaction of β-amino ketones with bis(acetonitrile)dichloropalladium(II) in the presence of triethylamine gives the corresponding enaminones regioselectively.The cyclic β-amino ketones can be converted into the corresponding exocyclic enaminones.The enaminones thus obtained are versatile synthetic intermediates.The reaction of (E)-enaminones with organocuprates gave the corresponding (E)-α,β-unsaturated ketones.
- Murahashi, Shun-Ichi,Mitsue, Yo,Tsumiyama, Tatsuo
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p. 3285 - 3290
(2007/10/02)
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- SYNTHESIS OF ENAMINONES BY Pd(II) INDUCED DEHYDROGENATION OF β-AMINO KETONES
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The reaction of β-amino ketones with bis(acetonitrile)dichloropalladium(II) in the presence of triethylamine gives enaminones regioselectively.
- Murahashi, Shun-Ichi,Tsumiyama, Tatsuo,Mitsue, Yo
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p. 1419 - 1422
(2007/10/02)
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