Synthesis of 2-Substituted Thiazoles

2014-02-26

2-(Trimethylsilyl)thiazole (2-TST)4 is used as a stable and convenient substitute for 2-lithiothiazole for introducing various substituents at C-2 of the thiazole ring. Reactions of 2-TST with various carbon electrophiles occur readily under mild conditions without the need for any catalyst to give the corresponding 2-substituted thiazoles in fair yields. As has been already pointed out, the multigram preparation of 2-TST from 2-bromothiazole via halogen-metal exchange is much more convenient and practical than the procedure6 employing the highly volatile and expensive unsubstituted thiazole.

 

Synthesis of 2-Substituted Thiazoles