Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes

Xiaomin Wang; Lihong Wang; Shengbiao Yang; Linli Zhang; Yan Li; Qian Zhang

doi:10.1039/D0OB01060J

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Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes†

Xiaomin Wang,^a Lihong Wang,^a Shengbiao Yang,^a Linli Zhang,^a Yan Li

*^a and Qian Zhang*^ab

Author affiliations

* Corresponding authors

^a Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China
E-mail: liy078@nenu.edu.cn, zhangq651@nenu.edu.cn

^b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Abstract

A copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes with N-fluorobenzenesulfonimide (NFSI) and trimethylsilyl isothiocyanate (TMSNCS) has been developed for the first time, efficiently synthesizing a series of γ-aminothiocyanate derivatives in moderate to excellent yields from readily available substrates under mild conditions. The practicability of the reaction was demonstrated by gram-scale preparation. Furthermore, the easily prepared γ-aminothiocyanate derivatives were verified to be versatile building blocks.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D0OB01060J
Article type: Communication
Submitted: 22 May 2020
Accepted: 16 Jun 2020
First published: 17 Jun 2020

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Org. Biomol. Chem., 2020,18, 4932-4935

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Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes

X. Wang, L. Wang, S. Yang, L. Zhang, Y. Li and Q. Zhang, Org. Biomol. Chem., 2020, 18, 4932 DOI: 10.1039/D0OB01060J

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Organic & Biomolecular Chemistry

Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes†

Abstract

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Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes

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