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通过原位生成的 PhI(OMe)介导的氧化 C(sp)-C(sp)键形成从 N-芳酰胺衍生物合成螺环氧化吲哚。

Synthesis of Spirooxindoles from N-Arylamide Derivatives via Oxidative C(sp)-C(sp) Bond Formation Mediated by PhI(OMe) Generated in Situ.

机构信息

Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology , Tianjin University , Tianjin 300072 , China.

Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300072 , China.

出版信息

Org Lett. 2019 Feb 15;21(4):890-894. doi: 10.1021/acs.orglett.8b03741. Epub 2019 Jan 30.

Abstract

A class of novel spirooxindole compounds (2) were readily synthesized, in a metal-free environment, from N-arylamide derivatives (1) via intramolecular oxidative cyclization. Direct oxidative C(sp)-C(sp) bond formation was realized with the least-studied PhI(OMe) as an oxidant, formed in situ from the reaction between PhIO and MeOH.

摘要

一类新型的螺环氧化吲哚化合物(2)可在无金属环境中,通过 N-芳酰胺衍生物(1)的分子内氧化环化反应轻易合成。使用最不常见的 PhI(OMe) 作为氧化剂,通过 PhIO 与甲醇之间的反应原位形成,实现了直接的氧化 C(sp)-C(sp) 键形成。

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