Issue 27, 2016

Efficient generation of perfluoroalkyl radicals from sodium perfluoroalkanesulfinates and a hypervalent iodine(iii) reagent: mild, metal-free synthesis of perfluoroalkylated organic molecules

Abstract

This article describes an efficient method for the introduction of perfluoroalkyl groups into N-acrylamides, 2-isocyanides, olefins, and other heterocycles using perfluoroalkyl radicals that were generated from the reaction between sodium perfluoroalkanesulfinates and a hypervalent iodine(III) reagent. This approach represents a simple, scalable perfluoroalkylation method under mild and metal-free conditions.

Graphical abstract: Efficient generation of perfluoroalkyl radicals from sodium perfluoroalkanesulfinates and a hypervalent iodine(iii) reagent: mild, metal-free synthesis of perfluoroalkylated organic molecules

Supplementary files

Article information

Article type
Communication
Submitted
08 Jun 2016
Accepted
09 Jun 2016
First published
09 Jun 2016

Org. Biomol. Chem., 2016,14, 6417-6421

Efficient generation of perfluoroalkyl radicals from sodium perfluoroalkanesulfinates and a hypervalent iodine(III) reagent: mild, metal-free synthesis of perfluoroalkylated organic molecules

R. Sakamoto, H. Kashiwagi, S. Selvakumar, S. A. Moteki and K. Maruoka, Org. Biomol. Chem., 2016, 14, 6417 DOI: 10.1039/C6OB01245K

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