由2-（三甲基硅基）乙硫醚直接制备核苷乙烯基二硫化物，一种制备乙烯硫醇的方法。

Direct preparation of nucleoside vinyl disulfides from 2-(trimethylsilyl)ethyl sulfides, an access to vinylthiols.

作者信息

Gerland Béatrice, Désiré Jérôme, Lepoivre Michel, Décout Jean-Luc

机构信息

Département de Pharmacochimie Moléculaire, UMR 5063 CNRS/Université Joseph Fourier-Grenoble I, ICMG FR CNRS 2607, F-38041 Grenoble, France.

出版信息

Org Lett. 2007 Aug 2;9(16):3021-3. doi: 10.1021/ol071088p. Epub 2007 Jul 4.

DOI:10.1021/ol071088p

PMID:17608486

Abstract

We report here a straightforward preparation of various nucleoside vinyl disulfides in high yields under mild conditions using the new reaction of vinyl 2-(trimethylsilyl)ethyl (TMSE) sulfides with sulfenyl chlorides. This reaction allows the preparation of various mixed disulfides from stable silyl sulfides without formation of oxidizable and/or unstable thiols. The easy preparation of vinyl disulfides through this reaction should offer new perspectives in vinylthiol chemistry.

摘要

我们在此报告，利用乙烯基2-(三甲基硅基)乙基（TMSE）硫化物与亚磺酰氯的新反应，在温和条件下以高产率直接制备各种核苷乙烯基二硫化物。该反应可从稳定的甲硅烷基硫化物制备各种混合二硫化物，而不会形成可氧化和/或不稳定的硫醇。通过该反应轻松制备乙烯基二硫化物应为乙烯硫醇化学提供新的视角。