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铜催化的无配体烯烃叠氮化反应,使用 TMSN 在 CHCN 或 HO 中进行。

Copper-Catalyzed Ligand-Free Diazidation of Olefins with TMSN in CHCN or in HO.

机构信息

Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences , 155 Yangqiao Road West, Fuzhou, Fujian 350002, P. R. China.

Biomedical Research Center of South China & College of Life Science, Fujian Normal University , 1 Keji Road, Minhou, Fuzhou, Fujian Province 350117, P. R. China.

出版信息

Org Lett. 2017 Nov 17;19(22):6120-6123. doi: 10.1021/acs.orglett.7b02982. Epub 2017 Nov 1.

Abstract

An environmentally benign, copper-catalyzed diazidation of a broad range of olefins, including vinylarenes, unactivated alkenes, allene, and dienes, under mild conditions with TMSN (trimethylazidosilane) as azido source, has been developed. This reaction can be carried out in organic solvent or in aqueous solution where water is the sole solvent. The functional group compatibility of this reaction is good, which is proved by late-stage functionalizations of complex substrates.

摘要

发展了一种温和条件下、以 TMSN(三甲基叠氮硅烷)为叠氮源、铜催化的广泛烯烃(包括乙烯基芳烃、非活化烯烃、丙二烯和二烯)的环境友好的叠氮化反应。该反应可以在有机溶剂中或在水相中进行,其中水是唯一的溶剂。该反应的官能团兼容性良好,这一点通过复杂底物的后期官能化得到了证明。

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