56139-08-3Relevant articles and documents
Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes
Gaykar, Rahul N.,Bhunia, Anup,Biju, Akkattu T.
, p. 11333 - 11340 (2018/07/21)
Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.
Direct synthesis of ethers from aldehydes and ketones. One-pot reductive etherification of benzaldehydes, alkyl aryl ketones, and benzophenones
Mochalov,Fedotov,Trofimova,Zefirov
, p. 503 - 512 (2016/06/13)
Benzyl alcohols formed by the reduction of benzaldehydes, alkyl aryl ketones, and benzophenones with sodium tetrahydridoborate in alcohols undergo in situ etherification with the solvent in the presence of a catalytic amount of HCl. Thus the process may be regarded as one-pot transformation of carbonyl compounds into the corresponding benzyl ethers. The yields of ethers depend on the substituent nature in the aromatic fragment of the initial carbonyl compound and on the alcohol used as reduction medium.
An unusual chemoselective oxidation strategy by an unprecedented exploration of an electrophilic center of DMSO: A new facet to classical DMSO oxidation
Chebolu, Rajesh,Bahuguna, Ashish,Sharma, Reena,Mishra, Vivek Kumar,Ravikumar
supporting information, p. 15438 - 15441 (2015/10/20)
A conceptually new dimethyl sulfoxide (DMSO) based oxidation process without the use of any activator has been demonstrated for the oxidation of active methylenes and benzhydrols. The developed protocol utilizes the electrophilic center of DMSO for oxidation, which was unexplored before. Mechanistic investigation has confirmed that the source of oxygen is DMSO.
One-pot synthesis of indene derivatives by CF3SO 3H-promoted reactions of benzylic alcohols and 1,3-dicarbonyl compounds
Zhang, Wei,Zhang, Wenxue,Dai, Yisi,Zhu, Haizhen
supporting information, p. 1747 - 1750 (2013/03/28)
An efficient and convenient one-pot synthesis of indene derivatives was achieved in moderate to high yields by the CF3SO3H promoted coupling/cyclization reaction of benzylic alcohols and 1,3-dicarbonyls for the first time. For the reactions of methoxy- or methyl-substituted diarylmethanols with 1,3-dicarbonyls, 2 equiv of CF3SO3H was needed to reach the best results; but for the reactions of methoxy-substituted arylethanols with 1,3-dicarbonyls, 0.6 equiv of CF 3SO3H at lower temperatures was capable of promoting the reaction finished.
Microwave-assisted nickel(II) acetylacetonate-catalyzed arylation of aldehydes with arylboronic acids
Chen, Wen,Baghbanzadeh, Mostafa,Kappe, C. Oliver
experimental part, p. 1677 - 1679 (2011/04/25)
Applying sealed vessel microwave heating at 180 °C in toluene the arylation of aromatic and aliphatic aldehydes with arylboronic acids using 1-2 mol % of Ni(acac)2 as a catalyst can be performed efficiently within 10-30 min providing the desired diarylmethanols or benzyl alcohols in good yields.
One-pot synthesis of aryl butyl tellurides from tellurium tetrachloride and activated aromatics through a solventless step
Cunha, Rodrigo L.O.R.,Omori, álvaro T.,Castelani, Priscila,Toledo, Fabiano T.,Comasseto, Jo?o V.
, p. 3631 - 3636 (2007/10/03)
A solventless preparation of aryl tellurium trichlorides from activated aromatic compounds avoiding the use of hazardous solvents as carbon tetrachloride and chloroform is described. The trichlorides were reduced and alkylated leading to aryl butyl tellurides in a one-pot procedure. Transmetallation of these tellurides with n-butyllithium followed by reaction with benzaldehyde gave the corresponding benzhydrols in good yields.
A Formal [3 + 2] Alkene Addition to Benzhydrol Cations. A Practical and Mild Methodology for the Synthesis of Substituted 1-Arylindanes and Related Compounds
Lantano, Beatriz,Aguirre, Jose M.,Finkieisztein, Liliana,Aiesso, Elba N.,Brunet, Ernesto,Moltrasio, Graciela Y.
, p. 625 - 641 (2007/10/03)
We report the single step synthesis of several 1-arylindanes in good yield via a formal [3 + 2] atom cycloaddition. The success of this formal cycloaddition relies on the Lewis acid activation of a bibenzylic alcohol in the presence of an alkene. The cati
Photoreduction of benzophenone analogues by alcohol and ether: Self recognition molecular assemblies
Mallesha,Dinesh,Rangappa,Shashikanth,Lokanath,Sridhar,Prasad, J. Shashidhara
, p. 196 - 200 (2007/10/03)
Photoreduction of benzophenone analogues 1 to benzopinacol analogues 2 in 2-propanol and diethyl ether have been studied under various experimental conditions. Two analogues namely 1,2-ethanediol 1,2-bis (3,4-dimethoxyphenyl)-1,2-diphenyl 2a and 1,2-ethan
Preparation of N-benzylsulfonamido-1,2-dihydroisoquinolines and their reaction with Raney nickel. A mild, new synthesis of isoquinolines
Larghi, Enrique L.,Kaufman, Teodoro S.
, p. 3159 - 3162 (2007/10/03)
N-benzylsulfonamido-1,2-dihydroisoquinolines react with Raney nickel to provide isoquinotines in excellent yields and under mild, neutral conditions.
