The reaction of 1,2,3-thiadiazoles with base. I. A new route to 1-alkynyl thioethers
作者:R. Raap、R. G. Micetich
DOI:10.1139/v68-179
日期:1968.4.1
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
5-位未取代的 1,2,3-噻二唑与强碱(如有机锂化合物、钠酰胺、甲基亚磺酰基碳负离子钠或叔丁醇钾)之间的反应导致噻二唑环系统裂解,并产生氮和碱金属炔硫醇盐的形成。随后向反应混合物中加入烷基卤或酰基卤产生1-炔基硫醚。4-(5-苯基-1,2,3-噻二唑基)锂,由5-苯基-1,2,3-噻二唑和甲基-或苯基锂得到,与甲基碘反应生成4-甲基-5-苯基- 1,2,3-噻二唑。