Palladium-catalyzed and copper-mediated cross-coupling reaction of aryl- or alkenylboronic acids with acid chlorides under neutral conditions: Efficient synthetic methods for diaryl ketones and chalcones at room temperature

Daisuke Ogawa, Keita Hyodo, Masato Suetsugu, Jing Li, Yoshiaki Inoue, Mamoru Fujisawa, Masayuki Iwasaki, Kentaro Takagi, Yasushi Nishihara

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

Palladium-catalyzed cross-coupling reaction of aryl- or alkenylboronic acids with acid chlorides in the presence of copper(I) thiophene-2-carboxylate (CuTC) as an activator in diethyl ether at room temperature under strictly non-basic conditions affords the diaryl ketones or chalcones in moderate to excellent yields. A wide range of substrates bearing an electron-donating or an electron-withdrawing substituent on the aromatic ring are compatible.

Original languageEnglish
Pages (from-to)2565-2571
Number of pages7
JournalTetrahedron
Volume69
Issue number12
DOIs
Publication statusPublished - Mar 25 2013

Keywords

  • Chalcones
  • Copper
  • Cross-coupling
  • Ketones
  • Palladium

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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