Synthesis of α-Aryl Nitriles through Palladium-Catalyzed Decarboxylative Coupling of Cyanoacetate Salts with Aryl Halides and Triflates

被引:205
|
作者
Shang, Rui [1 ]
Ji, Dong-Sheng [1 ]
Chu, Ling [2 ]
Fu, Yao [2 ]
Liu, Lei [1 ]
机构
[1] Tsinghua Univ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Dept Chem, Beijing 100084, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
关键词
arenes; cross-coupling; cyanonides; decarboxylation; palladium; CARBOXYLIC-ACIDS; C-H; POTASSIUM POLYFLUOROBENZOATES; AROMATIC CARBOXYLATES; DIRECT ARYLATION; BIARYL SYNTHESIS; BENZOIC-ACIDS; BROMIDES; ESTERS; CHLORIDES;
D O I
10.1002/anie.201006763
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Worth its salt: The palladium-catalyzed decarboxylative coupling of the cyanoacetate salt as well as its mono- and disubstituted derivatives with aryl chlorides, bromides, and triflates is described (see scheme). This reaction is potentially useful for the preparation of a diverse array of α-aryl nitriles and has good functional group tolerance. S-Phos=2-(2,6- dimethoxybiphenyl)dicyclohexylphosphine), Xant-Phos=4,5-bis(diphenylphosphino)- 9,9-dimethylxanthene. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4470 / 4474
页数:5
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