钯催化异腈插入反应合成5-氨基-1,2,4-恶二唑

Palladium-catalyzed synthesis of 5-amino-1,2,4-oxadiazoles via isocyanide insertion.

作者信息

Wang Xu, Fu Jin-Ping, Xie Jia-Xing, Teng Qing-Hu, Tang Hai-Tao, Pan Ying-Ming

机构信息

State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, Guilin 541004, People's Republic of China.

Guangxi Key Laboratory of Green Processing of Sugar Resources, College of Biological and Chemical Engineering, Guangxi University of Science and Technology, Liuzhou 545006, People's Republic of China.

出版信息

Org Biomol Chem. 2020 Jul 8;18(26):4936-4940. doi: 10.1039/d0ob01092h.

DOI:10.1039/d0ob01092h

PMID:32583841

Abstract

A convenient and efficient palladium-catalyzed approach has been developed for the synthesis of 5-amino-1,2,4-oxadiazoles from amidoximes and isocyanides. Various 5-amino-1,2,4-oxadiazoles were obtained in moderate to high yields under mild conditions. The key to the success of this strategy involves new C-N bond and C-O bond formation via palladium-catalyzed isocyanide insertion.

摘要

已开发出一种便捷高效的钯催化方法，用于由偕胺肟和异氰化物合成5-氨基-1,2,4-恶二唑。在温和条件下以中等到高的产率得到了各种5-氨基-1,2,4-恶二唑。该策略成功的关键在于通过钯催化的异氰化物插入形成新的C-N键和C-O键。