Use of a readily removable auxiliary group for the synthesis of pyrrolidones by the palladium-catalyzed intramolecular amination of unactivated γ C(sp3)-H Bonds

Gang He, Shu Yu Zhang, William A. Nack, Qiong Li, Gong Chen

Research output: Contribution to journalArticle

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Abstract

Easy on, easy off: Directing groups found to promote the palladium-catalyzed amination of γ C(sp3)-H and C(sp 2)-H bonds of secondary amides included 5-methoxy-8-aminoquinoline, which can be removed under mild conditions (see scheme; CAN=ceric ammonium nitrate). In conjunction with a β-C-H methylation or γ-C-H arylation step, the γ-C(sp3)-H amination provided access to complex pyrrolidones from readily available precursors.

Original languageEnglish (US)
Pages (from-to)11124-11128
Number of pages5
JournalAngewandte Chemie - International Edition
Volume52
Issue number42
DOIs
StatePublished - Oct 11 2013

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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