- An efficient protocol for alcohol protection under solvent- and catalyst-free conditions
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(Chemical Equation Presented) Asimple and highly efficient protocol for pivaloylation of alcohols without using a catalyst under solvent-free conditions has been developed. The key advantages of the reaction are short reaction time, high yields, simple workup, and no need for further purification. Selectivity was observed between primary alcohols vs. secondary alcohols and aliphatic alcohols vs. aromatic alcohols. The accentuated and relevant phenomenon of this method that we observed is in one-pot conversion of TBS protection into Piv protection of the hydroxyl group. 2009 American Chemical Society.
- Rao, Ch. Bhujanga,Chinnababu,Venkateswarlu
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- Regioselective Ortho‐C–H sulfenylation of free phenols catalyzed by Co(II)-immobilized on silica-coated magnetic nanoparticles
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Fe3O4?SiO2-UT?CoII is prepared by the silica-coated magnetic nanoparticles, urea-triazole, and CoCl2. This organic-inorganic hybride composite showed a good to excellent catalytic activity toward regioselective ortho-sulfenylation of free phenols and naphthols using pivalic anhydride as a directing group, also K2S2O8 and PPh3 were employed as oxidant and additive respectively. The newly synthesized catalyst was fully characterized by using different techniques such as FT-IR, TGA, DTG, TEM, SEM, EDS, ICP and VSM analyses. The competitive price, accessibility and lower toxicity of cobalt compared to expensive transition metals using for C–H bond activation and functionalization constitute precious advantages for this method. Moreover, this heterogeneous catalyst could be magnetically recovered and reused without significant loss of its catalytic activity after five cycles.
- Khaef, Sepideh,Rostami, Abed,Khakyzadeh, Vahid,Zolfigol, Mohammad Ali,Taherpour, Avat Arman,Yarie, Meysam
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- Nickel-Mediated Trifluoromethylation of Phenol Derivatives by Aryl C?O Bond Activation
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The increasing pharmaceutical importance of trifluoromethylarenes has stimulated the development of more efficient trifluoromethylation reactions. Tremendous efforts have focused on copper- and palladium-mediated/catalyzed trifluoromethylation of aryl halides. In contrast, no general method exists for the conversion of widely available inert electrophiles, such as phenol derivatives, into the corresponding trifluoromethylated arenes. Reported herein is a practical nickel-mediated trifluoromethylation of phenol derivatives with readily available trimethyl(trifluoromethyl)silane (TMSCF3). The strategy relies on PMe3-promoted oxidative addition and transmetalation, and CCl3CN-induced reductive elimination. The broad utility of this transformation has been demonstrated through the direct incorporation of trifluoromethyl into aromatic and heteroaromatic systems, including biorelevant compounds.
- Hu, Wei-Qiang,Pan, Shen,Qing, Feng-Ling,Vicic, David A.,Xu, Xiu-Hua
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supporting information
p. 16076 - 16082
(2020/07/04)
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- Chemoselective Cross-Coupling between Two Different and Unactivated C(aryl)-O Bonds Enabled by Chromium Catalysis
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We report here the first example of cross-coupling between two different and unactivated C(aryl)-O bonds with chromium catalysis. The combination of a low-cost Cr(II) salt, 4,4′-di-tert-butyl-2,2′-dipyridyl (dtbpy) as the ligand, and magnesium as the reductant shows high reactivity in promoting the reductive cross-coupling of aryl methyl ether derivatives with aryl esters by cleavage and coupling of two different C(aryl)-O bonds under mild conditions. The formation of active low-valent Cr species by reduction of CrCl2 with Mg can be considered, which prefers to initially activate the C(aryl)-O bond of phenyl methyl ether with the chelation help of dtbpy and an o-imine auxiliary. The subsequent consecutive reduction, second C(aryl)-O activation, and reductive elimination allow for the achievement of selective cross-coupling of C(aryl)-O/C(aryl)-O bonds.
- Tang, Jinghua,Liu, Liu Leo,Yang, Shangru,Cong, Xuefeng,Luo, Meiming,Zeng, Xiaoming
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supporting information
p. 7715 - 7720
(2020/05/20)
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- Reductive Cross-Coupling between Unactivated C(aryl)-N and C(aryl)-O Bonds by Chromium Catalysis Using a Bipyridyl Ligand
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Reductive cross-coupling between two chemically inert bonds remains a great challenge in synthetic chemistry. We report here the reductive cross-coupling between unactivated C(aryl)-N and C(aryl)-O bonds that was achieved by chromium catalysis. The simple and inexpensive CrCl2 salt, combined with important bipyridyl ligand and magnesium reductant, shows high reactivity in the successive cleavage of C(aryl)-N bonds of aniline derivatives and C(aryl)-O bonds of aryl esters, allowing the cross-coupling of these two unactivated and different bonds to occur in a reductive fashion to form a C(aryl)-C(aryl) bond. Mechanistic studies by deuterium-labeling experiments indicate that the C(aryl)-N bonds in anilines are preferentially cleaved by reactive Cr species, in which the ligation of bipyridyl with Cr by adopting a coordination model in 1:1 ratio can be considered.
- Cong, Xuefeng,Fan, Fei,Luo, Meiming,Tang, Jinghua,Zeng, Xiaoming,Zhao, Lixing
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supporting information
p. 12834 - 12840
(2020/08/21)
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- Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols
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An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.
- Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro
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p. 4149 - 4164
(2019/04/30)
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- Preparation method of aryl carboxylate compound based on alkenyl carboxylate ester exchange reaction
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The invention provides a preparation method of an aryl carboxylate compound based on alkenyl carboxylate ester exchange reaction and belongs to the technical field of pharmaceutical chemical intermediates and related chemistry. According to the method, phenol and alkenyl carboxylate are used as raw materials and green and efficient synthesis of the aryl carboxylate compound is realized under the catalysis effect of alkali. The method has the advantages of high selectivity, moderate reaction conditions, good functional group compatibility, wide substrate range, environment friendliness and thelike. The aryl carboxylate compound is an important organic synthetic intermediate and has very wide application in the fields of organic synthesis and pharmacology, so that the preparation method hasvery great application value and social economic benefits.
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Paragraph 0049; 0050; 0051
(2018/10/11)
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- Na 2 CO 3-Catalyzed O-Acylation of Phenols for the Synthesis of Aryl Carboxylates with Use of Alkenyl Carboxylates
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Inorganic base-catalyzed O-acylation of phenol and its derivatives has been developed. The procedure provides an efficient catalysis system for the preparation of aryl carboxylates with alkenyl carboxylates as acyl reagents. The reaction proceeded smoothly by using ?-Na 2 CO 3 as the catalyst in MeCN to produce the corresponding aryl carboxylates in good to excellent yields.
- Zhou, Xiao-Yu,Chen, Xia
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supporting information
p. 2321 - 2325
(2018/10/20)
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- Efficient and selective hydrogenation of C-O bonds with a simple sodium formate catalyzed by nickel
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A Ni-catalyzed hydrogenation of C-O compounds with sodium formate is developed. Various esters, i.e. aryl, alkenyl, benzyl pivalates, and even the aryl ethers, were efficiently reduced with a loading of nickel catalysts down to 0.5 mol%. Reactive functional groups such as C-C double bonds, carbonyl, CN, MeS and halogen groups are tolerable. This reaction can be used for the modification of complex molecules and carried out at a large scale.
- Xi, Xiaoxiang,Chen, Tieqiao,Zhang, Ji-Shu,Han, Li-Biao
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supporting information
p. 1521 - 1524
(2018/02/19)
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- Ni-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Unactivated Phenol and Phenylmethanol Derivatives
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A Ni-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with unactivated phenol and phenylmethanol derivatives is described. This novel transformation provides a practical and efficient protocol towards the synthesis of important polyfluorobiaryls and polyfluorinated diarylmethanes, and greatly enlarges the range of electrophiles utilized in decarboxylative coupling. Remarkably, preliminary mechanistic studies indicated the essential role of Zn(OAc)2 might lie in the enhancement of decarboxylation step. (Figure presented.).
- Chen, Quan,Wu, Aizhen,Qin, Shengxiang,Zeng, Meiqi,Le, Zhiping,Yan, Zhaohua,Zhang, Hua
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supporting information
p. 3239 - 3244
(2018/09/10)
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- Oxidative Addition of Aryl Electrophiles to a Prototypical Nickel(0) Complex: Mechanism and Structure/Reactivity Relationships
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Detailed kinetic studies of the reaction of a model Ni0 complex with a range of aryl electrophiles have been conducted. The reactions proceed via a fast ligand exchange pre-equilibrium, followed by oxidative addition to produce either [NiIX(dppf)] (and biaryl) or [NiII(Ar)X(dppf)]; the ortho substituent of the aryl halide determines selectivity between these possibilities. A reactivity scale is presented in which a range of substrates is quantitatively ranked in order of the rate at which they undergo oxidative addition. The rate of oxidative addition is loosely correlated to conversion in prototypical cross-coupling reactions. Substrates that lead to NiI products in kinetic experiments produce more homocoupling products under catalytic conditions.
- Bajo, Sonia,Laidlaw, Gillian,Kennedy, Alan R.,Sproules, Stephen,Nelson, David J.
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supporting information
p. 1662 - 1672
(2017/04/28)
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- Nickel-Catalyzed Synthesis of Primary Aryl and Heteroaryl Amines via C-O Bond Cleavage
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A nickel-catalyzed protocol for the conversion of aryl and heteroaryl alcohol derivatives to primary and secondary aromatic amines via C(sp2)-O bond cleavage is described. The new amination protocol can be applied to a range of substrates bearing diverse functional groups and uses readily available benzophenone imines as an effective nitrogen source.
- Yue, Huifeng,Guo, Lin,Liu, Xiangqian,Rueping, Magnus
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supporting information
p. 1788 - 1791
(2017/04/11)
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- Ni-Catalyzed Stannylation of Aryl Esters via C?O Bond Cleavage
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A Ni-catalyzed stannylation of aryl esters with air- and moisture-insensitive silylstannyl reagents via Csp2 ?O cleavage is described. This protocol is characterized by its wide scope, including challenging combinations, thus enabling access to versatile building blocks and orthogonal C?heteroatom bond formations.
- Gu, Yiting,Martín, Rúben
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supporting information
p. 3187 - 3190
(2017/03/17)
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- Rhodium-catalyzed borylation of aryl and alkenyl pivalates through the cleavage of carbonoxygen bonds
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Rhodium-catalyzed borylation reactions of aryl and alkenyl pivalates, using a diboron reagent, via the cleavage of carbonoxygen bonds have been developed. The inert nature of the pivalate moiety enables relatively complex aryl boronates to be synthesized via the tandem cross-coupling of carbonhalogen and carbonoxygen bonds.
- Kinuta, Hirotaka,Hasegawa, Junya,Tobisu, Mamoru,Chatani, Naoto
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p. 366 - 368
(2015/03/30)
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- C-P bond-forming reactions via C-O/P-h cross-coupling catalyzed by nickel
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The first Ni-catalyzed C-O/P-H cross-coupling producing organophosphorus compounds is disclosed. This method features wide generality in regard to both C-O and P-H compounds: for C-O compounds, the readily available alcohol derivatives of aryl, alkenyl, benzyl, and allyl are applicable, and for P-H compounds, both >PV(O)H compounds (secondary phosphine oxide, H-phosphinate, and H-phosphonate) and hydrogen phosphines (>PIIIH) can be used as the substrates. Thus, a variety of valuable C(sp2)-P and C(sp3)-P compounds can be readily obtained in good to excellent yields by this new strategy.
- Yang, Jia,Chen, Tieqiao,Han, Li-Biao
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supporting information
p. 1782 - 1785
(2015/03/04)
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- A mild Ni/Cu-catalyzed silylation via C -O cleavage
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A Ni/Cu-catalyzed silylation of unactivated C-O electrophiles derived from phenols or benzyl alcohols is described. This transformation is characterized by its wide scope and mild conditions, providing a direct access to synthetically versatile silylated compounds. The protocol allows for the coupling of C(sp 2)-O and even C(sp3)-O bonds with similar efficiency.
- Zarate, Cayetana,Martin, Ruben
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supporting information
p. 2236 - 2239
(2014/03/21)
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- Ni-catalyzed carboxylation of C(sp2)- and C(sp3)-O bonds with CO2
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In recent years a significant progress has been made for the carboxylation of aryl and benzyl halides with CO2, becoming convenient alternatives to the use of stoichiometric amounts of well-defined metal species. Still, however, most of these processes require the use of pyrophoric and air-sensitive reagents and the current methods are mostly restricted to organic halides. Therefore, the discovery of a mild, operationally simple alternate carboxylation that occurs with a wide substrate scope employing readily available coupling partners will be highly desirable. Herein, we report a new protocol that deals with the development of a synergistic activation of CO2 and a rather challenging activation of inert C(sp2)-O and C(sp3)-O bonds derived from simple and cheap alcohols, a previously unrecognized opportunity in this field. This unprecedented carboxylation event is characterized by its simplicity, mild reaction conditions, remarkable selectivity pattern and an excellent chemoselectivity profile using air-, moisture-insensitive and easy-to-handle nickel precatalysts. Our results render our method a powerful alternative, practicality and novelty aside, to commonly used organic halides as counterparts in carboxylation protocols. Furthermore, this study shows, for the first time, that traceless directing groups allow for the reductive coupling of substrates without extended π-systems, a typical requisite in many C-O bond-cleavage reactions. Taking into consideration the limited knowledge in catalytic carboxylative reductive events, and the prospective impact of providing a new tool for accessing valuable carboxylic acids, we believe this work opens up new vistas and allows new tactics in reductive coupling events.
- Correa, Arkaitz,Leon, Thierry,Martin, Ruben
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supporting information
p. 1062 - 1069
(2014/02/14)
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- Nickel catalyzed cross-coupling of aryl C-O based electrophiles with aryl neopentylglycolboronates
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The efficiency of mesylates, sulfamates, esters, carbonates, carbamates, and methyl ethers as C-O-based electrophiles attached to the 1- or 2-position of naphthalene and to activated and nonactivated phenyl substrates was compared for the first time in Ni-catalyzed cross-coupling with phenyl neopentylglycolboronates containing electron-rich and electron-deficient substituents in their para-position. These experiments were performed in the presence of four different Ni(II)- and Ni(0)-based catalysts. Ni(II)-based catalysts mediate the cross-coupling of most 2-naphthyl C-O electrophiles with both arylboronic acids and with neopentylglycolboronates when K 3PO4 is used as base. The same catalysts are not efficient when CsF is used as base. However, Ni(0)-based catalysts exhibit selective efficiency, and when reactive, their efficiency is higher than that of Ni(II)-based catalysts in the presence of both K3PO4 and CsF. These results provide both reaction conditions for the cross-coupling, and for the elaboration of orthogonal cross-coupling methodologies of various C-O based electrophiles with aryl neopentylglycolboronates. With the exception of mesylates and sulfamates the efficiency of all other 2-naphthyl C-O electrophiles was lower in cross-coupling with aryl neopentylglycolboronates than with arylboronic acids
- Leowanawat, Pawaret,Zhang, Na,Percec, Virgil
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experimental part
p. 1018 - 1025
(2012/03/22)
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- Nickel(0)-catalyzed heck cross-coupling via activation of aryl C-OPiv bonds
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Using a Ni(dppf) catalyst generated in situ, Heck cross-coupling of aryl pivalates with a variety of olefin partners has been accomplished. This method represents one of the first examples of a C-C cross-coupling via activation of a strong C-O bond with a
- Ehle, Andrew R.,Zhou, Qi,Watson, Mary P.
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supporting information; experimental part
p. 1202 - 1205
(2012/05/04)
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- Nickel-catalyzed reductive cleavage of aryl-oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent
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A nickel-catalyzed reductive deoxygenation of aryl alkyl ethers and aryl pivalates has been developed. Hydrosilanes serve as a mild reducing agent. The present protocol allows the use of a pivalate group as a robust and traceless steering group in arene functionalization reactions. The Royal Society of Chemistry.
- Tobisu, Mamoru,Yamakawa, Ken,Shimasaki, Toshiaki,Chatani, Naoto
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supporting information; experimental part
p. 2946 - 2948
(2011/04/24)
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- Nickel-catalyzed amination of aryl Pivalates by the cleavage of aryl C-O bonds
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(Figure Presented) Catalytic animation: The title reaction demonstrates the use of aryl carboxylates as suitable electrophilic coupling substrates in catalytic amination reactions. Nheterocyclic carbene ligands and NaOtBupromote the amination of aryl pivalates through the cleavage of normally unreactive aryl carbon-oxygen bonds (see scheme; cod = cyclooctadiene).
- Shimasaki, Toshiaki,Tobisu, Mamoru,Chatani, Naoto
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supporting information; experimental part
p. 2929 - 2932
(2010/06/15)
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- Cross-coupling of alkenyl/aryl carboxylates with grignard reagent via Fe-catalyzed C-O bond activation
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(Chemical Equation Presented) Iron-catalyzed cross-coupling of alkenyl/aryl carboxylates with primary alkyl Grignard reagent was described. This reaction brought a new family of electrophiles to iron catalysis. The combination of an inexpensive carboxylat
- Li, Bi-Jie,Li, Xu,Wu, Zhen-Hua,Guan, Bing-Tao,Sun, Chang-Liang,Wang, Bi-Qin,Shi, Zhang-Jie
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supporting information; experimental part
p. 14656 - 14657
(2010/01/06)
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- Cross-coupling reactions of aryl pivalates with boronic acids
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The first cross-coupling of acylated phenol derivatives has been achieved. In the presence of an air-stable Ni(II) complex, readily accessible aryl pivalates participate in the Suzuki-Miyaura coupling with arylboronic acids. The process is tolerant of considerable variation in each of the cross-coupling components. In addition, a one-pot acylation/cross-coupling sequence has been developed. The potential to utilize an aryl pivalate as a directing group has also been demonstrated, along with the ability to sequentially cross-couple an aryl bromide followed by an aryl pivalate, using palladium and nickel catalysis, respectively. Copyright
- Quasdorf, Kyle W.,Tian, Xia,Garg, Neil K.
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supporting information; experimental part
p. 14422 - 14423
(2009/02/08)
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- Magnesium bistrifluoromethanesulfonimide as a new and efficient acylation catalyst
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Magnesium bistrifluoromethanesulfonimide catalyzed the acetylation of phenols, alcohols, and thiols under solvent-free conditions at room temperature and in short times. Electron-deficient and sterically hindered phenols provided excellent yields. The catalyst was found to be general for acylation with other anhydrides, such as propionic, isobutyric, pivalic, chloroacetic, and benzoic anhydrides. The rate of acylation was influenced by the electronic and steric factors associated with the anhydride. The reaction with less electrophilic anhydrides (e.g., chloroacetic and benzoic anhydrides) required higher temperature (~80 °C). Chemoselective acetylation, pivalation, and benzoylation took place with acid-sensitive alcohols without any competitive dehydration/rearrangement.
- Chakraborti, Asit K.,Shivani
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p. 5785 - 5788
(2007/10/03)
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- Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species
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(Chemical Equation Presented) Among six different group VIb oxometallic species examined, dioxomolybdenum dichloride and oxomolybdenum tetrachloride were the most efficient catalysts to facilitate nucleophilic acyl substitution (NAS) of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. In contrast to the well-recognized redox chemical behaviors associated with oxomolybdenum(VI) species, the catalytic NAS was unprecedented and tolerates virtually all kinds of functional groups. By using benzoic anhydride as a mediator for in situ generation of an incipient mixed anhydride-MoO2Cl2 adduct with a given functional alkanoic acid, one can achieve oleate, dipeptide, diphenylmethyl, N-Fmoc-α-amino, pyruvic, and tert-butylthio ester, N-tert-butylamide, and trityl methacrylate syntheses with appropriate protic nucleophiles. The amphoteric character of the Mo=O unit in oxomolybdenum chlorides was found to be responsible for the catalytic NAS profile as supported by a control NAS reaction of using an authentic adduct-MoOCl2(O2-CBu t)2 between pivalic anhydride and MoO2Cl 2 as the catalyst.
- Chen, Chien-Tien,Kuo, Jen-Huang,Pawar, Vijay D.,Munot, Yogesh S.,Weng, Shieu-Shien,Ku, Cheng-Hsiu,Liu, Cheng-Yuan
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p. 1188 - 1197
(2007/10/03)
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- Copper(II) Tetrafluoroborate-Catalyzed Acetylation of Phenols, Thiols, Alcohols, and Amines
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Copper(II) tetrafluoroborate efficiently catalyzes acetylation of structurally diverse phenols, alcohols, thiols, and amines with stoichiometric amounts of Ac2O under solvent-free conditions at room temperature. Acid-sensitive alcohols are smoothly acetylated without competitive side reactions. The reaction is influenced by the steric and electronic factors associated with the substrate as well as the anhydride. Acetylation of a sterically hindered substrate requires excess of anhydride and longer time. Acylation with less electrophilic anhydrides affords poor to moderate yields.
- Chakraborti, Asit K.,Gulhane, Rajesh,Shivani
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p. 111 - 115
(2007/10/03)
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- Electrostatic catalysis by ionic aggregates: Scope and limitations of Mg(ClO4)2 as acylation catalyst
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Alkali and alkaline earth metal perchlorates exhibit electrostatic catalysis in the activation of anhydrides for the acylation reaction. Perchlorates with higher values of the charge-size function of the metal ion exhibit better catalytic activity following the order Mg(ClO4) 2>Ba(ClO4)2>LiClO4. Acylation of structurally diverse phenols, thiols, alcohols, and amines have been carried out with stoichiometric amounts of anhydride at room temperature under solvent free conditions in the presence of catalytic amount of Mg(ClO4) 2. Sterically hindered and electron deficient phenols are efficiently acylated. Acylation with sterically hindered anhydrides such as iso-butyric, pivalic, and benzoic anhydrides are carried out with phenols and alcohols in excellent yields. Acid-sensitive alcohols are acylated in excellent yields without any competitive side reactions.
- Chakraborti, Asit K.,Sharma, Lalima,Gulhane, Rajesh,Shivani
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p. 7661 - 7668
(2007/10/03)
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- Indium(III) chloride as a new, highly efficient, and versatile catalyst for acylation of phenols, thiols, alcohols, and amines
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Indium(III) chloride efficiently catalyses the acylation of structurally diverse phenols, alcohols, thiols, and amines under solvent free conditions. Acid sensitive alcohols are smoothly acylated without competitive side reactions. Acylation of 2-hydroxynaphthalene is carried out with carboxylic acids adopting the mixed anhydride protocol using trifluoroacetic anhydride.
- Chakraborti, Asit K.,Gulhane, Rajesh
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p. 6749 - 6753
(2007/10/03)
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- Catalytic nucleophilic acyl substitution of anhydrides by amphoteric vanadyl triflate
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Figure presented Among four vanadyl species examined, vanadyl triflate was the most efficient catalyst to facilitate nucleophilic acyl substitution of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. By using mixed-anhydride technique, one can achieve oleate and peptide syntheses. In marked contrast to common metal Inflates, the amphoteric character of the V=O unit in vanadyl species was proven to be responsible for the catalytic profile in this process.
- Chen, Chien-Tien,Chang, I-Hsin,Lin, Jin-Sheng,Liu, Chin-Jing,Chou, Y-Chen,Kuo, Jen-Huang,Li, Chun-Hsin,Barhate,Hon, Sang-Wen,Li, Tai-Wei,Chao, Shi-Deh,Liu, Chia-Cheng,Li, Ying-Chieh
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p. 3729 - 3732
(2007/10/03)
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- Reductions of aryl perfluorosulfonates with dimethylamine·borane (Me2NH·BH3) catalyzed by Pd(0): An operationally simple, inexpensive, and general protocol
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Treatment of aryl nonaflates or triflates in CH3CN in the presence of one equivalent of Me2NH·BH3 and K2CO3 leads via Pd(0) catalysis to high yields of reduced arenes.
- Lipshutz, Bruce H.,Buzard,Vivian, Randall W.
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p. 6871 - 6874
(2007/10/03)
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