An efficient and convenient synthesis of unsymmetrical disulfides from thioacetates

被引：15
|
作者：
Lach, Slawomir [1 ]
Demkowicz, Sebastian [1 ]
Witt, Dariusz [1 ]
机构：
[1] Gdansk Univ Technol, Fac Chem, Dept Organ Chem, PL-80233 Gdansk, Poland
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 51期
关键词：
Unsymmetrical disulfides; Thiolate; Phosphorodithioic acid; Thioacetates; Biotin; DERIVATIVES; VERSATILE; GOLD;
D O I：
10.1016/j.tetlet.2013.10.056
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed convenient methods for the synthesis of functionalized unsymmetrical dialkyl disulfides under mild conditions in very good yields. The designed method is based on the reaction of (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)-disulfanyl derivatives 1 with functionalized alkyl thiolate anions, generated in situ from thioacetates 2 and sodium methoxide or butylamine. The developed method allows the preparation of unsymmetrical disulfides bearing additional hydroxy, carboxy, amino, azido, biotin, or maleimide functionalities. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7021 / 7023
页数：3
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