Phosphine mediated conjugation of S-nitrosothiols and aldehydes

被引：6

作者：

Biggs, Tyler D. ^{[1
]}

Weerasinghe, Laksiri ^{[1
]}

Park, Chung-Min ^{[1
]}

Xian, Ming ^{[1
]}

机构：

[1] Washington State Univ, Dept Chem, Pullman, WA 99164 USA

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 21期

关键词：

S-Nitrosothiols; Thioazaylide; Thioimine; Aldehyde; Conjugation; AZA-WITTIG REACTION; NITROSYLATION; THIONITRITES; DERIVATIVES; MECHANISMS;

D O I：

10.1016/j.tetlet.2015.04.017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

S-Nitrosothiols (SNO) and their biological implications as an important post-translational modification are under active investigation. In our work on bioorthogonal reactions of protein SNO we have uncovered the chemistry of this functionality that shows synthetic promise. Herein we report a phosphine-mediated reaction between SNO and aldehydes to form thioimines. A simple synthesis of benzoisothiazole based on this reaction is presented. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：2741 / 2743

页数：3

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