Copper-catalyzed selective radical-radical cross-coupling for C-S bond formation: an access to α-alkylthionitriles.

Copper-catalyzed selective radical-radical cross-coupling for C-S bond formation: an access to α-alkylthionitriles.
Chem Commun (Camb). 2018 May 16;:
Authors: Zheng C, Lu F, Lu H, Xin J, Deng Y, Yang D, Wang S, Huang Z, Gao M, Lei A
Abstract
A new protocol for C-S bond formation was developed by selective cross-coupling between a thiyl radical and an isobutyronitrile radical. Using this strategy, a series of valuable α-alkylthionitrile derivatives were synthesized from basic starting materials. Preliminary mechanistic investigation was performed by EPR and XAFS, revealing that the transient thiyl radical could be stabilized by a copper catalyst to a persistent one. Therefore, on the basis of the persistent radical effect, selective radical-radical cross-coupling between the thiyl radical and the isobutyronitrile radical was achieved successfully in this work.
PMID: 29766156 [PubMed - as supplied by publisher]

Source: Chemical Communications - May 16, 2018 Category: Chemistry Authors: Zheng C, Lu F, Lu H, Xin J, Deng Y, Yang D, Wang S, Huang Z, Gao M, Lei A Tags: Chem Commun (Camb) Source Type: research