Pd-catalyzed ortho-C-H acylation/cross coupling of aryl ketone O-methyl oximes with aldehydes using tert-butyl hydroperoxide as oxidant

Chun Wo Chan, Zhongyuan Zhou, Albert S.C. Chan, Wing Yiu Yu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

190 Citations (Scopus)

Abstract

A Pd-catalyzed protocol for direct C-H bond acylation by cross coupling of aryl ketone oximes and aldehydes using tert-butyl hydroperoxide (TBHP) as oxidant was developed. With oximes as a directing group for the C-H activation, the coupling with aldehydes was achieved with remarkable regioselectivity. The acylation reactions exhibit excellent functional group tolerance, and both aliphatic and heteroaromatic aldehydes can be effectively coupled to the oximes.
Original languageEnglish
Pages (from-to)3926-3929
Number of pages4
JournalOrganic Letters
Volume12
Issue number17
DOIs
Publication statusPublished - 3 Sep 2010

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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