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铜催化的芳基环丙烷的1,3-氨基硫氰化反应

Copper-catalyzed 1,3-aminothiocyanation of arylcyclopropanes.

作者信息

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

机构信息

Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China.

出版信息

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

摘要

首次开发了一种铜催化的芳基环丙烷与N-氟苯磺酰亚胺(NFSI)和三甲基甲硅烷基异硫氰酸酯(TMSNCS)的1,3-氨基硫氰化反应,在温和条件下从易得的底物高效合成了一系列γ-氨基硫氰酸酯衍生物,产率中等至优异。通过克级制备证明了该反应的实用性。此外,易于制备的γ-氨基硫氰酸酯衍生物被证实是通用的结构单元。

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