Regio- and stereoselective thiocyanatothiolation of alkynes and alkenes by using NH4SCN and N-thiosuccinimides

Liang Qi; Shiwen Liu; Linxia Xiao

doi:10.1039/D0RA06913B

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Regio- and stereoselective thiocyanatothiolation of alkynes and alkenes by using NH₄SCN and N-thiosuccinimides†

Liang Qi,^a Shiwen Liu^b and Linxia Xiao

*^a

Author affiliations

* Corresponding authors

^a Jiangsu Vocational College of Medicine, Jie Fang South Road 283 th, Yancheng, China
E-mail: xiaolinxiaxlx@126.com

^b College of Textiles and Clothing, Yancheng Institute of Technology, Yancheng, China

Abstract

A highly regioselective thiocyanatothiolation of alkynes and alkenes assisted by hydrogen bonding under simple and mild conditions is developed. Our thiocyanatothiolation reagents are readily available ammonium thiocyanate and N-thiosuccinimides. This metal-free system offers good chemical yields for a wide range of alkyne and alkene substrates with good functional group tolerance.

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Article information

DOI: https://doi.org/10.1039/D0RA06913B
Article type: Paper
Submitted: 11 Aug 2020
Accepted: 01 Sep 2020
First published: 10 Sep 2020
This article is Open Access

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RSC Adv., 2020,10, 33450-33454

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Regio- and stereoselective thiocyanatothiolation of alkynes and alkenes by using NH₄SCN and N-thiosuccinimides

L. Qi, S. Liu and L. Xiao, RSC Adv., 2020, 10, 33450 DOI: 10.1039/D0RA06913B

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