Radical C-H Arylation of Oxazoles with Aryl Iodides: Dppf as an Electron-Transfer Mediator for Cs2CO3

Zhengwei Guo, Man Li, Xue Qing Mou, Gang He, Xiao Song Xue, Gong Chen

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

A radical C-H arylation reaction of oxazoles with (hetero)aryl iodides using Cs2CO3 as base/electron donor and 1,1′-bis(diphenylphosphino) ferrocene (dppf) as a catalytic SET mediator is reported. The overall reaction likely follows the general base-promoted homolytic aromatic substitution mechanism through a radical-chain pathway. DFT calculations suggest that dppf forms a complex with CsCO3-, enhancing its SET reducing ability to generate an aryl radical from ArI.

Original languageEnglish (US)
Pages (from-to)1684-1687
Number of pages4
JournalOrganic Letters
Volume20
Issue number6
DOIs
StatePublished - Mar 16 2018

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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