Pd-catalyzed intermolecular ortho-C-H amidation of anilides by N-nosyloxycarbamate

Ka Ho Ng, Albert S.C. Chan, Wing Yiu Yu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

271 Citations (Scopus)

Abstract

A palladium-catalyzed ortho-C-H amidation of anilides by N-nosyloxycarbamates was developed for the synthesis of 2-aminoanilines. This reaction can be carried out under relatively mild conditions and exhibits excellent regioselectivity and functional group tolerance. The amidation reaction is probably initiated by rate-limiting C-H cyclopalladation (k H/kD = 3.7) to form an arylpalladium complex, followed by nitrene functionalization.
Original languageEnglish
Pages (from-to)12862-12864
Number of pages3
JournalJournal of the American Chemical Society
Volume132
Issue number37
DOIs
Publication statusPublished - 22 Sep 2010

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this