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一箭双雕：基于无金属取代基控制从炔基苯并碘杂环戊二酮和偕胺肟合成两种恶二嗪衍生物

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

作者信息

Li Ming, Li Wei, Lin Cheng-Dong, Wang Jia-Hui, Wen Li-Rong

机构信息

State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering , Qingdao University of Science and Technology , Qingdao 266042 , P. R. China.

出版信息

J Org Chem. 2019 Jun 7;84(11):6904-6915. doi: 10.1021/acs.joc.9b00659. Epub 2019 May 23.

DOI:10.1021/acs.joc.9b00659
PMID:31084019
Abstract

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.

摘要

本文描述了在单碱条件下，多种炔基苯并碘恶唑酮（EBXs）与偕胺肟发生的不同的1,2-迁移和环化反应。该过程提供了一种有效的方法，通过简单改变偕胺肟的取代基来控制EBXs的选择性，从而实现两种恶二嗪衍生物的发散合成，该方法具有无过渡金属条件、操作简单和化学选择性高的特点。

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