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A Convenient Synthesis of N‐Aryl Benzamides by Rhodium‐Catalyzed ortho‐Amidation and Decarboxylation of Benzoic Acids
Authors:Dr Xian‐Ying Shi  Ke‐Yan Liu  Juan Fan  Xue‐Fen Dong  Prof?Dr Jun‐Fa Wei  Prof?Dr Chao‐Jun Li
Institution:1. Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Key Laboratory for Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062 (P. R. China);2. Department of Chemistry, McGill University, Montreal, QC, H3?A 0B8 (Canada)
Abstract:The rhodium‐catalyzed amidation of substituted benzoic acids with isocyanates by directed C?H functionalization followed by decarboxylation to afford the corresponding N‐aryl benzamides is demonstrated, in which the carboxylate serves as a unique, removable directing group. Notably, less common meta‐substituted N‐aryl benzamides are generated readily from more accessible para‐ or ortho‐substituted groups by employing this strategy.
Keywords:amidation  C  H activation  decarboxylation  homogeneous catalysis  synthetic methods
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