Selective Functionalization of Aromatic C(sp2)−H Bonds in the Presence of Benzylic C(sp3)−H Bonds by Electron-Deficient Carbenoids Generated from 4-Acyl-1-Sulfonyl-1,2,3-Triazoles

Tomoya Miura, Qiang Zhao, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

A rhodium(II)-catalyzed reaction of newly prepared 4-acyl-1-sulfonyl-1,2,3-triazoles with benzene, and its derivatives, is investigated. Acceptor/acceptor carbenoids generated from 4-acyltriazoles undergo selective insertion at aromatic C(sp2)−H bonds in the presence of benzylic C(sp3)−H bonds to produce N-sulfonylenaminones.

Original languageEnglish
Pages (from-to)16645-16649
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number52
DOIs
Publication statusPublished - Dec 22 2017
Externally publishedYes

Keywords

  • arenes
  • carbenoids
  • C−H insertion
  • reaction mechanisms
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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