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硫醇向二硫化物的简便高效转化:一条涉及α-端基异构酰胺的自由基途径。

Facile and efficient transformation of thiols to disulfides a radical pathway with -anomeric amide.

作者信息

Xu Xiaobo, Yan Leyu, Huang Weijie, Wang Yanping, Wang Mengya, Feng Liming, Wang Panpan, Wang Shengqiang

机构信息

College of Chemistry and Pharmaceutical Engineering, Huanghuai University Zhumadian 463000 People's Republic of China

出版信息

RSC Adv. 2024 Jun 3;14(25):17780-17784. doi: 10.1039/d4ra03545c. eCollection 2024 May 28.

Abstract

Radical coupling of thiols is an attractive route for the synthesis of disulfides, but this approach should be promoted by strong oxidants and/or metal salts in combination with additives, which limits its substrate scope and application. In this work, the -anomeric amide was first found to be able to realize the conversion of thiols to sulfur radicals with high efficiency in the absence of an oxidant or any additives for the synthesis of symmetrical disulfides. The protocol features mild reaction conditions, good functional group tolerance, and moderate to excellent yields.

摘要

硫醇的自由基偶联是合成二硫化物的一种有吸引力的途径,但这种方法需要强氧化剂和/或金属盐与添加剂结合来促进,这限制了其底物范围和应用。在这项工作中,首次发现α-端基异构酰胺能够在无氧化剂或任何添加剂的情况下高效地实现硫醇向硫自由基的转化,用于合成对称二硫化物。该方法具有反应条件温和、官能团耐受性好、产率中等至优异的特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbb8/11145623/cb5b7392caa2/d4ra03545c-s1.jpg

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