Copper-Catalyzed Aerobic Oxidative Carbocyclization Reactions of N -[(E)-Stilben-2-yl]amine Derivatives

Cheng Yen Lu, Che-Ping Chuang

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9 Citations (Scopus)

Abstract

A synthetic method for highly functionalized 2-quinolinones and quinolines has been developed. The copper(II)-catalyzed aerobic oxidative carbocyclization reactions of α-substituted N-[(E)-stilben-2-yl]acetamides, via the intramolecular carbocupration onto the alkenyl moiety, produced 3-substituted 2-quinolinones. Several useful functional groups including benzoyl, acetyl, cyano, and ethoxycarbonyl groups are compatible with the reaction conditions. This strategy was further applied to N-[(E)-stilben-2-yl]enamines to prepare 2,3-disubstituted quinolines in good yields.

Original languageEnglish
Article numberss-2015-f0331-op
Pages (from-to)3687-3700
Number of pages14
JournalSynthesis (Germany)
Volume47
Issue number23
DOIs
Publication statusPublished - 2015 Dec 1

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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