Copper-catalyzed nucleophilic trifluoromethylation of propargylic halides

Yoshihiro Miyake; Shin-ichi Ota; Masashi Shibata; Kazunari Nakajima; Yoshiaki Nishibayashi

doi:10.1039/c3cc44434a

Copper-catalyzed nucleophilic trifluoromethylation of propargylic halides

Chem Commun (Camb). 2013 Sep 14;49(71):7809-11. doi: 10.1039/c3cc44434a.

Authors

Yoshihiro Miyake¹, Shin-ichi Ota, Masashi Shibata, Kazunari Nakajima, Yoshiaki Nishibayashi

Affiliation

¹ Institute of Engineering Innovation, School of Engineering, The University of Tokyo, Yayoi, Tokyo 113-8656, Japan.

PMID: 23884450
DOI: 10.1039/c3cc44434a

Abstract

Reactions of propargylic halides with trifluoromethyltrimethylsilane in the presence of a catalytic amount of copper(I) thiophene-2-carboxylate (CuTC) have been found to give the corresponding trifluoromethylated products in good to high yields with a high selectivity.

Publication types

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

MeSH terms

Carboxylic Acids
Catalysis
Copper / chemistry*
Halogens / chemistry
Silanes / chemistry
Thiophenes / chemistry

Substances

Carboxylic Acids
Halogens
Silanes
Thiophenes
2-thiophene carboxylic acid
Copper