Cross-Coupling of N-Heteroaryl Halides with Active Methylene Compounds in the Presence of Tetrakis(triphenylphosphine)palladium

Takao Sakamoto, Eisaku Katoh, Yoshinori Kondo, Hiroshi Yamanaka

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

The cross-coupling of 3-iodo- and 3-bromopyridine with the carbanions derived from ethyl cyanoacetate and malononitrile in the presence of tetrakis(triphenylphosphine)palladium in 1,2-dimethoxyethane gave ethyl α-cyanopyridine-3-acetate and 3-pyridinemalononitrile in moderate yields. This palladium-catalyzed cross-coupling proceeded smoothly with halopyrimidines, halo-quinolines, haloisoquinolines, and also bromobenzene.

Original languageEnglish
Pages (from-to)1664-1668
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume36
Issue number5
DOIs
Publication statusPublished - 1988

Keywords

  • N-heteroaryl halide
  • arenemalononitrile
  • aryl halide
  • ethyl cyanoacetate
  • ethyl α-cyanoareneacetate
  • malononitrile
  • tetrakis(triphenylphosphine)palladium

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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