An Electrogenerated Base-Promoted Synthesis of 2-Aryl-3,3-Bis((Perfluoroalkyl) Thio)Acrylonitriles

Abstract

The preparation of 2-aryl-3,3-bis((perfluoroalkyl)thio)acrylonitriles is described. The electrogenerated cyanomethyl base/anion obtained from electroreduction of acetonitrile promotes reactions between arylacetonitrile, carbon disulfide, and perfluoroalkyl iodides. The new fluorinated acrylonitriles were obtained in good yields under mild reaction conditions.

GRAPHICAL ABSTRACT

Keywords:

• 2-Aryl-3,3-bis((perfluoroalkyl)thio)acrylonitrile
• carbon disulfide
• anion EGBs

Acknowledgments

The authors gratefully acknowledge the Tunisian “Ministère de l’Enseignement Supérieur de la Recherche et de la Technologie” for financial support (Lab CH-02) and Dr. M. A. Sanhoury, MRSC, from the Department of Chemistry, Faculty of Sciences of Tunis, for technical assistance.

Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures.