Highly efficient syntheses of azetidines, pyrrolidines, and indolines via palladium catalyzed intramolecular amination of C(sp 3)-H and C(sp 2)-H bonds at γ and δ positions

Gang He, Yingsheng Zhao, Shuyu Zhang, Chengxi Lu, Gong Chen

Research output: Contribution to journalArticle

350 Scopus citations

Abstract

Efficient methods have been developed to synthesize azetidine, pyrrolidine, and indoline compounds via palladium-catalyzed intramolecular amination of C-H bonds at the γ and δ positions of picolinamide (PA) protected amine substrates. These methods feature relatively a low catalyst loading, use of inexpensive reagents, and convenient operating conditions. Their selectivities are predictable. These methods highlight the use of unactivated C-H bond, especially the C(sp 3)-H bond of methyl groups, as functional groups in organic synthesis.

Original languageEnglish (US)
Pages (from-to)3-6
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number1
DOIs
StatePublished - Jan 11 2012

All Science Journal Classification (ASJC) codes

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

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