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[RhIII(Cp*)]-Catalyzed Cascade Arylation and Chlorination of α-Diazocarbonyl Compounds with Arylboronic Acids and N-Chlorosuccinimide for Facile Synthesis of α-Aryl-α-chloro Carbonyl Compounds

Fo-Ning Ng, Yan-Fung Lau, Zhongyuan Zhou and Wing-Yiu Yu*

*State Key Laboratory for Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, Email: wing-yiu.yupolyu.edu.hk

F.-N. Ng, Y.-F. Lau, Z. Zhou, W.-Y. Yu, Org. Lett., 2015, 17, 1676-1679.

DOI: 10.1021/acs.orglett.5b00440 (free Supporting Information)


Abstract

A Rh(III)-catalyzed cascade arylation and chlorination of α-diazocarbonyl compounds with arylboronic acids and N-chlorosuccinimide exhibits excellent functional group tolerance on the organoboron and the diazo reagents. Functionalized α-aryl-α-chlorocarbonyl compounds were obtained in good yields.

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Key Words

α-arylation, α-chlorination, N-chlorosuccinimide, multicomponent reactions


ID: J54-Y2015