Electro-promoted radical-radical cross-coupling reaction to synthesize sulfonamides

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC
Hang Gong , Hongmei Fu , Chao Lu , Changqun Cai
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引用次数: 0

Abstract

An electrochemical decarbonylation of DMF to achieve N,N-dimethyl amino radical and denitrification of sulfonyl hydrazide to achieve sulfonyl radical in the absence of transition metal and additional oxidant was reported here. Signifyingly, cross-coupling reaction rather than homocoupling reactions completely prevail in competition to obtain sulfonamides, which usually exist as skeletons of pharmaceuticals. This work provides a new method for cracking DMF into N,N-dimethylamino radical, and found a value-added application of this industrialized bulk chemical to the synthesis of sulfonamides.

Abstract Image

电促进自由基-自由基交叉偶联反应合成磺胺类药物
本文报告了在没有过渡金属和额外氧化剂的情况下,通过电化学方法对 DMF 进行脱羰基反应以获得 N,N-二甲基氨基自由基,并对磺酰肼进行脱硝反应以获得磺酰基自由基。值得注意的是,在获得磺酰胺的竞争中,交叉偶联反应比均偶联反应完全占优势,而磺酰胺通常作为药物的骨架存在。这项工作提供了一种将 DMF 裂解为 N,N-二甲基氨基自由基的新方法,并发现了这种工业化大宗化学品在合成磺酰胺类化合物中的增值应用。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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