Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes

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

doi:10.1039/d0ob01060j

Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes

Org Biomol Chem. 2020 Jul 8;18(26):4932-4935. doi: 10.1039/d0ob01060j.

Authors

Xiaomin Wang¹, Lihong Wang¹, Shengbiao Yang¹, Linli Zhang¹, Yan Li¹, Qian Zhang²

Affiliations

¹ Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China. liy078@nenu.edu.cn zhangq651@nenu.edu.cn.
² Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China. liy078@nenu.edu.cn zhangq651@nenu.edu.cn and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.

PMID: 32582895
DOI: 10.1039/d0ob01060j

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.

Publication types

Research Support, Non-U.S. Gov't