Issue 50, 2018

Cyanotrifluoromethylthiolation of unactivated dialkyl-substituted alkynes via cyano migration: synthesis of trifluoromethylthiolated acrylonitriles

Abstract

Herein a novel, elusive cyanotrifluoromethylthiolation of unactivated dialkyl-substituted alkynes is reported. Taking advantage of the intramolecular cyano migration strategy, the reaction proceeds stereoselectively to deliver E-olefinic products. A variety of tetrasubstituted trifluoromethylthiolated acrylonitriles are afforded in modest to good yields.

Graphical abstract: Cyanotrifluoromethylthiolation of unactivated dialkyl-substituted alkynes via cyano migration: synthesis of trifluoromethylthiolated acrylonitriles

Supplementary files

Article information

Article type
Communication
Submitted
10 feb 2018
Accepted
20 mrt 2018
First published
20 mrt 2018

Chem. Commun., 2018,54, 6812-6815

Cyanotrifluoromethylthiolation of unactivated dialkyl-substituted alkynes via cyano migration: synthesis of trifluoromethylthiolated acrylonitriles

M. Ji, J. Yu and C. Zhu, Chem. Commun., 2018, 54, 6812 DOI: 10.1039/C8CC01189C

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