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Chemistry. 2014 Jul 7;20(28):8589-93. doi: 10.1002/chem.201403409. Epub 2014 May 30.

Electrophilic trifluoromethylthiolation of carbonyl compounds.

Author information

  • 1Institute of Chemistry and Biochemistry (ICBMS - UMR CNRS 5246), Université de Lyon, Université Lyon 1, CNRS, 43 Bd du 11 novembre 1918-69622 Lyon (France); CERMEP - in vivo imaging Groupement Hospitalier Est, 59 Bd Pinel - 69003 Lyon (France).

Abstract

A general method for the α-trifluoromethylthiolation of carbonyl compounds, without prefunctionalization, has been developed. Aldehydes, ketones, esters, amides, keto-esters, alkaloids, and steroids have been trifluoromethylthiolated with good yields. This work, proposing a new reagent for electrophilic trifluoromethylthiolation, provides a route towards the original synthesis of various trifluoromethylthiolated molecules for further applications.

© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

KEYWORDS:

carbonyl compounds; enols; fluorine; trifluoromethanesulfenamide; trifluoromethylthiolation

PMID:
24889879
[PubMed - in process]
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