Issue 19, 2014

Catalytic enantioselective trifluoromethylthiolation of oxindoles using shelf-stable N-(trifluoromethylthio)phthalimide and a cinchona alkaloid catalyst

Abstract

The organocatalytic enantioselective trifluoromethylthiolation of oxindoles employing N-(trifluoromethylthio)phthalimide as a stable, easy to handle CF3S-source has been developed. Optically active products with a quaternary stereogenic center bearing a CF3S-group are obtained in good yields and with good to excellent enantioselectivities.

Graphical abstract: Catalytic enantioselective trifluoromethylthiolation of oxindoles using shelf-stable N-(trifluoromethylthio)phthalimide and a cinchona alkaloid catalyst

Supplementary files

Article information

Article type
Communication
Submitted
31 Dec 2013
Accepted
09 Jan 2014
First published
13 Jan 2014

Chem. Commun., 2014,50, 2508-2511

Catalytic enantioselective trifluoromethylthiolation of oxindoles using shelf-stable N-(trifluoromethylthio)phthalimide and a cinchona alkaloid catalyst

M. Rueping, X. Liu, T. Bootwicha, R. Pluta and C. Merkens, Chem. Commun., 2014, 50, 2508 DOI: 10.1039/C3CC49877H

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