Ru(Ⅱ)-catalyzed ortho-amidation and decarboxylation of aromatic acids: a versatile route to meta-substituted N-aryl benzamides  

作　　者：Xian-Ying Shi Xue-Fen Dong Juan Fan Ke-Yan Liu Jun-Fa Wei Chao-Jun Li 

机构地区：[1]Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education) [2]Key Laboratory for Macromolecular Science of Shaanxi Province [3]School of Chemistry and Chemical Engineering, Shaanxi Normal University [4]Department of Chemistry, McGill University

出　　处：《Science China Chemistry》2015年第8期1286-1291,共6页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(20906059,21272145);the Shaanxi Innovative Team of Key Science and Technology(2013KCT-17);the Fundamental Research Funds for the Central Universities(GK201503030,GK261001095);the 111 Project,and Canada Research Chair(to CJL)

摘　　要：Carboxylate as a promising and valuable directing group has attracted a great deal of attention.However,employing it as a traceless direction group has rarely been reported.We developed the ruthenium-catalyzed amidation of substituted benzoic acids with isocyanates via directed C–H functionalization followed by decarboxylation to afford the corresponding metasubstituted N-aryl benzamides,in which the carboxylate serves as a unique,removable directing group.Notably,this protocol can provide an efficient alternative to access meta-substituted N-aryl benzamides,which are much more difficult to prepare than ortho-substituted analogues.Carboxylate as a promising and valuable directing group has attracted a great deal of attention. However, employing it as a traceless direction group has rarely been reported. We developed the ruthenium-catalyzed amidation of substituted benzoic ac- ids with isocyanates via directed C-H functionalization followed by decarboxylation to afford the corresponding meta- substituted N-aryl benzamides, in which the carboxylate serves as a unique, removable directing group. Notably, this protocol can provide an efficient alternative to access meta-substituted N-aryl benzamides, which are much more difficult to prepare than ortho-substituted analogues.

关 键 词：AMIDES DECARBOXYLATION AMIDATION C-H functionalization homogeneous catalysis 

分 类 号：O621.251[理学—有机化学]