4.7 Article

One Base for Two Shots: Metal-Free Substituent-Controlled Synthesis of Two Kinds of Oxadiazine Derivatives from Alkynylbenziodoxolones and Amidoximes

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JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 11, 页码 6904-6915

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00659

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  1. National Natural Science Foundation of China [21572110, 21372137]

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Different 1,2-migrations and cyclizations of a variety of alkynylbenziodoxolones (EBXs) and amidoximes under one-base conditions are described. This process provides an efficient protocol for the divergent synthesis of two oxadiazine derivatives via switchable selectivity of EBXs controlled by simply varying the substituents of the amidoximes, which feature transition metal-free conditions, simple execution, and high chemoselectivity.

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