Microwave Assisted Synthesis of 1,3,4-Oxadiazole/Thiohydantoin Hybrid Derivatives via Dehydrative Cycliztion of Semicarbazide

Bulletin of the Korean chemical society

Jae-Min Lee¹  Seung-Ju Yang¹  Young-Dae Gong¹  Gee-Hyung Lee¹  NaYeon Kim¹  Yong-Sang Kim¹ 

关键词: Thiohydantoin;    1;    3;    4-Oxadiazole;    Semicarbazide;    Microwave;    Amino acid;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

A series of compounds containing both 1,3,4-oxadiazole and thiohydantoin were synthesized as a promising scaffold for application in medicinal chemistry. The key step of the synthesis is a microwave-assisted cyclization of semicarbazides possessing a thiohydantoin moiety at one of the acyl termini using POCl3 as a dehydrating reagent. A wide range of semicarbazides were prepared through the substitution of hydrazides with an N-acylated thiohydantoin derived from the cyclization of the corresponding isothiocyanate with an amino acid and subsequent N-acylation of the resultant thiohydrantion. Consequently, the 58 number of 1,3,4- oxadiazole derivatives having a thiohydantoin substituent were prepared in good overall yields.

【 授权许可】

Unknown