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

Kirika Ueda; Shuichi Yanagisawa; Junichiro Yamaguchi; Kenichiro Itami

doi:10.1002/anie.201005082

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

Kirika Ueda, Shuichi Yanagisawa, Junichiro Yamaguchi, Kenichiro Itami

School of Advanced Science and Engineering

Research output: Contribution to journal › Article

188 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 PdCl₂/P{OCH(CF ₃)₂}₃/Ag₂CO₃ 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 language	English
Pages (from-to)	8946-8949
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	47
DOIs	https://doi.org/10.1002/anie.201005082
Publication status	Published - 2010 Nov 15

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Keywords

C - C coupling
homogeneous catalysis
palladium
regioselectivity
thiophenes

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Cite this

Ueda, K., Yanagisawa, S., Yamaguchi, J., & Itami, K. (2010). A general catalyst for the β-selective C - H bond arylation of thiophenes with iodoarenes. Angewandte Chemie - International Edition, 49(47), 8946-8949. https://doi.org/10.1002/anie.201005082

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Access to Document

10.1002/anie.201005082