Electrochemical enaminone C–H thiolation/C–N amination cascade for thiazole synthesis and its diastereoselective dearomatization
2022
Guo, Haijin | Liu, Yunyun | Wen, Chengping | Wan, Jie-Ping
An electrochemical method for the synthesis of 2-aminothiazoles via aryl ring construction using enaminones and thioureas is reported. The cascade enamine C–H thiolation and C–N amination constitutes a major transformation for the thiazole ring formation. Moreover, a simple modification of electrochemical conditions enables the tunable dearomatization of the thiazole ring via vicinal dialkoxylation, leading to the synthesis of 4,5-dialkoxyl thiazolines bearing a quaternary carbon center with excellent diastereoselectivity.
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