Condensed Heteroaromatic Ring Systems: XX: Palladium-Catalyzed Carbonylative Coupling of Iodobenzenes with (Z)-l-Ethoxy-2-(tributylstannyl)ethene

Takao Sakamoto, Akito Yasuhara, Yoshinori Kondo, Hiroshi Yamanaka

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

Palladium-catalyzed cross-coupling reaction of iodobenzene and its 4-substituted derivatives, except for 4-nitroiodobenzene, with (Z)-l-ethoxy-2-(tributylstannyl)ethene under a carbon monoxide atmosphere (5 atm) gave the corresponding (£)-3-ethoxy-l-arylprop-2-en-l-ones in considerable yields. Syntheses of chromone and 4(lH)-quinolinone were accomplished by application of this method to 2-(methoxymethoxy)iodobenzene and ethyl 2-iodophenylcarbanylate, respectively. The results obtained on the carbonylative coupling reaction of halopyridines are also described.

Original languageEnglish
Pages (from-to)1137-1139
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume40
Issue number5
DOIs
Publication statusPublished - 1992

Keywords

  • (Z)-l-ethoxy-2-(tributylstannyl)ethene
  • 4(liT)-quinolinone
  • Keywords palladium-catalyzed reaction
  • carbon monoxide
  • chromone
  • iodobenzene
  • iodopyridine

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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