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碘和过硫酸铵介导的 DMSO 活化:一种酰胺 - 甲酰化和异吲哚啉酮合成的方法。

Iodine and ammonium persulfate mediated activation of DMSO: an approach to -formylation of amides and synthesis of isatins.

机构信息

Bioorganic Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Srinagar, Jammu & Kashmir-190005, India.

Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India.

出版信息

Org Biomol Chem. 2022 Nov 2;20(42):8197-8202. doi: 10.1039/d2ob01599d.

Abstract

An efficient strategy towards -formylation of amides and oxidation of indolines to isatins is described. This method employs readily available (NH)SO, I, and DMSO. The given method features operational simplicity, excellent functional group tolerance, broad substrate scope, and fast kinetics. Moreover, the method was applied to the synthesis of the natural product alatamide. Notably, DMSO plays three vital roles: a formyl group source, an oxidant, and a solvent.

摘要

本文描述了一种高效的酰胺甲酰化和吲哚啉氧化制备异吲哚啉酮的策略。该方法采用易得的(NH)SO、I 和 DMSO。该方法具有操作简单、官能团容忍性好、底物范围广、反应动力学快等特点。此外,该方法还应用于天然产物alatamide 的合成。值得注意的是,DMSO 发挥了三个重要作用:甲酰基源、氧化剂和溶剂。

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