Issue 29, 2014

Efficient C(sp3alkyl)–SCF3 bond formations via copper-mediated trifluoromethylthiolation of alkyl halides

Abstract

A general and convenient copper-mediated trifluoromethylthiolation of primary and secondary alkyl halides was described. Variation of the solvent, additives and time allowed optimization of the reaction. A wide range of alkyl halides were explored to give a set of alkyl trifluoromethyl thioethers in moderate to excellent yields. A variety of functional groups, including ethers, thioether, esters, nitriles, amides, and ketal groups, were well tolerated in the electrophilic partner.

Graphical abstract: Efficient C(sp3alkyl)–SCF3 bond formations via copper-mediated trifluoromethylthiolation of alkyl halides

Supplementary files

Article information

Article type
Paper
Submitted
21 Feb 2014
Accepted
12 May 2014
First published
12 May 2014

Org. Biomol. Chem., 2014,12, 5500-5508

Efficient C(sp3alkyl)–SCF3 bond formations via copper-mediated trifluoromethylthiolation of alkyl halides

Q. Lin, L. Chen, Y. Huang, M. Rong, Y. Yuan and Z. Weng, Org. Biomol. Chem., 2014, 12, 5500 DOI: 10.1039/C4OB00403E

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