Pd-catalyzed β-selective direct C-H bond arylation of thiophenes with aryltrimethylsilanes

Kenji Funaki; Tetsuo Sato; Shuichi Oi

doi:10.1021/ol3029109

Pd-catalyzed β-selective direct C-H bond arylation of thiophenes with aryltrimethylsilanes

Org Lett. 2012 Dec 21;14(24):6186-9. doi: 10.1021/ol3029109. Epub 2012 Dec 5.

Authors

Kenji Funaki¹, Tetsuo Sato, Shuichi Oi

Affiliation

¹ Department of Applied Chemistry, Graduate School of Engineering and Environment Conservation Research Institute, Tohoku University, 6-6-11 Aramaki-Aoba, Aoba-ku, Sendai 980-8579, Japan.

PMID: 23214502
DOI: 10.1021/ol3029109

Abstract

Direct arylation of thiophenes and benzothiophenes with aryltrimethylsilanes was effectively catalyzed by PdCl(2)(MeCN)(2) in the presence of CuCl(2) as an oxidant. The reaction preferentially occurred at the β-position of both thiophenes and benzothiophenes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Combinatorial Chemistry Techniques
Copper / chemistry
Molecular Structure
Palladium / chemistry*
Silanes / chemical synthesis
Silanes / chemistry*
Thiophenes / chemical synthesis
Thiophenes / chemistry*

Substances

Silanes
Thiophenes
benzothiophene
Palladium
Copper
cupric chloride