Inexpensive, One-Pot Synthesis of Unsymmetrical Disulfides Using 1-Chlorobenzotriazole
作者:Roger Hunter、Mino Caira、Nashia Stellenboom
DOI:10.1021/jo060693n
日期:2006.10.1
A new synthesis of unsymmetrical disulfides is described. The reaction of a thiol R1SH with 1-chlorobenzotriazole (BtCl) at −78 °C in DCM affords a high-yielding conversion to R1SBt without appreciable formation of the symmetrical disulfide R1SSR1. R1SBt is then reacted with R2SH to form the unsymmetrical disulfide in a one-pot sequence with green character that avoids the use of toxic and harsh oxidizing
描述了不对称二硫化物的新合成。硫醇R 1 SH与1-氯苯并三唑(BtCl)在-78°C的DCM中反应,可高产率地转化为R 1 SBt,而没有明显形成对称的二硫键R 1 SSR 1。然后使R 1 SBt与R 2 SH反应,以一锅顺序形成具有绿色特征的不对称二硫键,从而避免使用有毒和刺激性的氧化剂。已经开发了用于合成各种类型的二硫化物的方法。