Direct oxidative C-H arylation of benzoxazoles with arylsulfonyl hydrazides promoted by palladium complexes

On Ying Yuen, Chau Ming So, Wing Tak Wong, Fuk Yee Kwong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

50 Citations (Scopus)

Abstract

This study describes a direct oxidative C-2 arylation of benzoxazoles using arylsulfonyl hydrazides as the aryl sources. A simple catalyst system [Pd(OAc) 2 and Ph 3P] allows the reactions to proceed smoothly under oxidative reaction conditions. Other heteroarenes such as caffeine and benzothiazole are also applicable substrates. Notably, this catalytic system tolerates halogen substituents which provides a useful complement to the current cross-coupling reactions which use aryl halides.
Original languageEnglish
Pages (from-to)2714-2718
Number of pages5
JournalSynlett
Volume23
Issue number18
DOIs
Publication statusPublished - 10 Oct 2012

Keywords

  • arylation
  • arylsulfonyl chlorides
  • benzoxazoles
  • palladium
  • phosphine

ASJC Scopus subject areas

  • Organic Chemistry

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