Departamento de Química Orgánica, Facultad de Química, Campus de Espinardo, Universidad de Murcia, E-30100 Murcia, Spain.
Org Biomol Chem. 2010 Apr 7;8(7):1623-8. doi: 10.1039/b923243e. Epub 2010 Feb 1.
5-Alkylthio-3-methyl-2-thioxo-1,3,4-thiadiazolines have been obtained on heating alkyl 1-methyl-1-hydrazinecarbodithioates with CS(2). A DFT-based computational mechanistic study suggests an initial pseudopericyclic [1,4]H shift as a key step, as well as the intermediacy of the otherwise expected isomers 2-alkylthio-3-methyl-1,3,4-thiadiazolium-5-thiolates, from which the final products are formed by stepwise S,S-transalkylation.
加热烷基 1-甲基-1-肼二硫代羧酸酯与 CS(2)可以得到 5-烷基硫基-3-甲基-2-硫代-1,3,4-噻二唑啉。基于密度泛函理论的计算机理研究表明，初始的拟周环 [1,4]H 迁移是关键步骤，同时还存在预期的异构体 2-烷基硫基-3-甲基-1,3,4-噻二唑鎓-5-硫醇盐中间体，最终产物是通过逐步 S,S-烷基转移形成的。
