Directed oxidative coupling of thiols in the synthesis of unsymmetrical disulfides

被引：10

作者：

Burmistrova, D. A. ^{[1
]}

Smolyaninov, I., V ^{[1
,2
]}

Berberova, N. T. ^{[1
]}

机构：

[1] Astrakhan State Tech Univ, 16 Ul Tatishcheva, Astrakhan 414056, Russia

[2] Russian Acad Sci, Southern Sci Ctr, Fed Res Ctr, 41 Prosp Chekhova, Rostov Na Donu 344006, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2020年 / 69卷 / 05期

基金：

俄罗斯基础研究基金会;

关键词：

disulfides; thiols; oxidative coupling; o-benzoquinones; o-iminobenzoquinones; N-methylpyrrolidone; HYDROGEN-SULFIDE; ELECTROCHEMICAL TRANSFORMATIONS; ANTI/PROOXIDANT ACTIVITY; ANTIRADICAL ACTIVITY; RADICAL-CATION; FUNCTIONALIZATION; PRODUCTS;

D O I：

10.1007/s11172-020-2860-1

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oxidative coupling of two different thiols bearing aliphatic, alicyclic, aromatic, and hetero-aromatic moieties promoted by mild oxidizing agents,viz., sterically hinderedo-benzo(imino)-quinones, carried out inN-methylpyrrolidone at room temperature led to unsymmetrical disulfides. Among the studied oxidizers, the most active was 3,6-di-tert-butyl-o-benzoquinone, which, in contrast to 3,5-di-tert-butyl-o-benzoquinone, was not involved in the Michael addition. Under the optimal reaction conditions, the yields of the target unsymmetrical disulfides reach 81%.

引用

页码：990 / 995

页数：6

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