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钴促进的硫代吲哚的合成 -芳基丙烯酰胺与二硫化物的自由基环化反应。

Cobalt-promoted synthesis of sulfurated oxindoles radical annulation of -arylacrylamides with disulfides.

机构信息

Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, College of Pharmacy, Guizhou Medical University, Guiyang, 550025, China.

Pharmacy Department of Guizhou Provincial People's Hospital, Guiyang 550002, China.

出版信息

Org Biomol Chem. 2022 Aug 17;20(32):6423-6431. doi: 10.1039/d2ob00877g.

Abstract

An efficient radical annulation of -arylacrylamides with disulfides is developed for the synthesis of sulfurated oxindoles. The reaction occurs in a facile manner using CoBr as both an initiator and a promoter for the first time and (NH)SO as the oxidant. By controlling the CoBr/(NH)SO ratio, a wide range of sulfurated and brominated/sulfurated oxindoles are selectively prepared in good to excellent yields. The present protocol is simple and highly atom economical, and can tolerate a broad range of substrates.

摘要

发展了一种高效的自由基环化反应,用于 -芳基丙烯酰胺与二硫化物的合成,以合成含硫氧吲哚。该反应在温和条件下进行,首次使用 CoBr 作为引发剂和促进剂,(NH)SO 作为氧化剂。通过控制 CoBr/(NH)SO 的比例,可以在良好到优秀的收率下选择性地制备多种含硫和溴化/硫代氧吲哚。本方法简单,原子经济性高,可耐受广泛的底物。

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