Issue 11, 2020

Access to SCN-containing thiazolines via electrochemical regioselective thiocyanothiocyclization of N-allylthioamides

Abstract

An electrochemical thiocyanothiocyclization of N-allylthioamides has been developed for the synthesis of SCN-containing 2-thiazolines. This method provides a green and efficient approach to generate 5-exo-cyclization 2-thiazolines with a broad substrate scope and good yields. In addition, 6-endo-cyclization isothiocyanato thiazines are formed regioselectively when cyclic thioamides are used as reactants. The reaction is easy to proceed under catalyst-, additive- and oxidant-free conditions.

Graphical abstract: Access to SCN-containing thiazolines via electrochemical regioselective thiocyanothiocyclization of N-allylthioamides

Supplementary files

Article information

Article type
Research Article
Submitted
06 Mar 2020
Accepted
08 Apr 2020
First published
09 Apr 2020

Org. Chem. Front., 2020,7, 1321-1326

Access to SCN-containing thiazolines via electrochemical regioselective thiocyanothiocyclization of N-allylthioamides

Y. Zhang, Z. Ding, P. Liu, W. Guo, L. Wen and M. Li, Org. Chem. Front., 2020, 7, 1321 DOI: 10.1039/D0QO00300J

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