Issue 77, 2021

AIBN-initiated direct thiocyanation of benzylic sp3 C–H with N-thiocyanatosaccharin

Abstract

Direct thiocyanations of benzylic compounds have been implemented. Here, a new strategy, involving a free radical reaction pathway initiated by AIBN, was used to construct the benzylic sp3 C–SCN bond. In this way, the disadvantage of other strategies involving introducing leaving groups in advance to synthesize benzyl thiocyanate compounds was overcome. The currently developed protocol also involved the use of readily available raw materials and resulted in high product yields (up to 100%), both being great advantages for synthesizing benzyl thiocyanates.

Graphical abstract: AIBN-initiated direct thiocyanation of benzylic sp3 C–H with N-thiocyanatosaccharin

Supplementary files

Article information

Article type
Communication
Submitted
06 Aug 2021
Accepted
31 Aug 2021
First published
03 Sep 2021

Chem. Commun., 2021,57, 9938-9941

AIBN-initiated direct thiocyanation of benzylic sp3 C–H with N-thiocyanatosaccharin

D. Wu, Y. Duan, K. Liang, H. Yin and F. Chen, Chem. Commun., 2021, 57, 9938 DOI: 10.1039/D1CC04302A

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