-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, Wing Yiu Yu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

34 Citations (Scopus)

Abstract

A Rh(III)-catalyzed cascade arylation and chlorination of α-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 α-aryl-α-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 α-chlorocarbonyl products.
Original languageEnglish
Pages (from-to)1676-1679
Number of pages4
JournalOrganic Letters
Volume17
Issue number7
DOIs
Publication statusPublished - 3 Apr 2015

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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