Abstract
The reaction between 1,2,3-thiadiazoles, unsubstituted in the 5-position, and a strong base such as an organolithium compound, sodamide, sodium methylsulfinyl carbanion, or potassium t-butoxide results in cleavage of the thiadiazole ring system with evolution of nitrogen and formation of alkalimetal alkynethiolate. Subsequent addition of an alkyl or acyl halide to the reaction mixture produces 1-alkynyl thioethers. 4-(5-Phenyl-1,2,3-thiadiazolyl)lithium, obtained from 5-phenyl-1,2,3-thiadiazole and methyl-or phenyllithium, reacts with methyl iodide to give 4-methyl-5-phenyl-1,2,3-thiadiazole.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
87 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献