Hunter Roger, Caira Mino, Stellenboom Nashia
Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa.
J Org Chem. 2006 Oct 13;71(21):8268-71. doi: 10.1021/jo060693n.
A new synthesis of unsymmetrical disulfides is described. The reaction of a thiol R1SH with 1-chlorobenzotriazole (BtCl) at -78 degrees 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 agents. The methodology has been developed for synthesis of various types of disulfides.
本文描述了一种不对称二硫化物的新合成方法。硫醇R1SH与1-氯苯并三唑(BtCl)在-78℃的二氯甲烷中反应,可高产率地转化为R1SBt,且不会明显生成对称二硫化物R1SSR1。然后,R1SBt与R2SH反应,以一锅法形成具有绿色特征的不对称二硫化物,避免使用有毒且苛刻的氧化剂。该方法已被开发用于合成各种类型的二硫化物。