A general catalyst for the β-selective C - H bond arylation of thiophenes with iodoarenes

Kirika Ueda, Shuichi Yanagisawa, Junichiro Yamaguchi, Kenichiro Itami

Research output: Contribution to journalArticle

184 Citations (Scopus)

Abstract

Open access: The normally less-reactive β position of thiophenes was previously inaccessible to direct functionalization. However, the β selectivity observed with the catalytic system PdCl 2/P{OCH(CF 3) 2} 3/Ag 2CO 3 in the arylation of thiophenes with iodoarenes (see scheme) is a remarkably general phenomenon applicable to unsubstituted, monosubstituted, and disubstituted thiophene derivatives, as well as thiophene-containing fused aromatic compounds.

Original languageEnglish
Pages (from-to)8946-8949
Number of pages4
JournalAngewandte Chemie - International Edition
Volume49
Issue number47
DOIs
Publication statusPublished - 2010 Nov 15
Externally publishedYes

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Thiophenes
Thiophene
Catalysts
Aromatic compounds
Derivatives

Keywords

  • C - C coupling
  • homogeneous catalysis
  • palladium
  • regioselectivity
  • thiophenes

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

A general catalyst for the β-selective C - H bond arylation of thiophenes with iodoarenes. / Ueda, Kirika; Yanagisawa, Shuichi; Yamaguchi, Junichiro; Itami, Kenichiro.

In: Angewandte Chemie - International Edition, Vol. 49, No. 47, 15.11.2010, p. 8946-8949.

Research output: Contribution to journalArticle

Ueda, Kirika ; Yanagisawa, Shuichi ; Yamaguchi, Junichiro ; Itami, Kenichiro. / A general catalyst for the β-selective C - H bond arylation of thiophenes with iodoarenes. In: Angewandte Chemie - International Edition. 2010 ; Vol. 49, No. 47. pp. 8946-8949.
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