Iron-Catalyzed Directed C−H Silylation of Pivalophenone N−H Imines

Wengang Xu, Jie Hui Pek, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho-silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis.

Original languageEnglish
Pages (from-to)1351-1354
Number of pages4
JournalAsian Journal of Organic Chemistry
Volume7
Issue number7
DOIs
Publication statusPublished - 2018 Jul
Externally publishedYes

Keywords

  • C−H activation
  • hydrosilane
  • imine
  • iron
  • synthetic methods

ASJC Scopus subject areas

  • Organic Chemistry

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