Tandem base-free synthesis of 𝛽-hydroxy sulphides under ultrasound irradiation

Journal of Chemical Sciences

Fu-Junduan¹  Guang-Shu Lv¹  Hua-Yue Wu¹  Jiu-Xi Chen1¹  Tian-Xing Cheng¹  Jin-Chang Ding1¹  Wen-Xia Gao¹ 

[1] College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. China$$

关键词: Ultrasound irradiation;    Rongalite® 𝛽-hydroxy sulphides;    epoxides;    ring-opening reaction.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Rongalite® promotes cleavage of diaryl disulphides generating the corresponding thiolate species in situ which then undergo facile ring-opening of epoxides in a regioselective manner under ultrasound irradiation, affording 𝛽-hydroxy sulphides in good to excellent yields. The important features of this methodology are base-free, odourless, high yield, reasonably rapid reaction rate, simple workup, high regioselectivity, costeffective and no requirement of transition metal catalysts. It is noteworthy that ring-opening reaction of 1,2-diphenyldiselane with 2-(phenoxymethyl)oxirane are also conducted smoothly to afford 𝛽-hydroxy selenide in excellent yield under the standard conditions.

【 授权许可】

Unknown