[Rh<sup>III</sup>(Cp*)]-Catalyzed Cascade Arylation and Chlorination of α-Diazocarbonyl Compounds with Arylboronic Acids and <i>N</i>-Chlorosuccinimide for Facile Synthesis of α-Aryl-α-chloro Carbonyl Compounds
作者:Fo-Ning Ng、Yan-Fung Lau、Zhongyuan Zhou、Wing-Yiu Yu
DOI:10.1021/acs.orglett.5b00440
日期:2015.4.3
A Rh(III)-catalyzed cascade arylation and chlorination of alpha-diazocarbonyl compounds with arylboronic acids and N-chlorosuccinimide was achieved. The reaction exhibits excellent functional group tolerance on the organoboron and the diazo reagents; the functionalized alpha-aryl-alpha-chlorocarbonyl compounds were obtained in up to 86% yields. The cascade reaction should involve migratory carbene insertion of arylrhodium(III) to form some reactive rhodium(III)-diketonate complexes. Its subsequent reaction with N-chlorosuccinmide afforded the alpha-chlorocarbonyl products.