Faculty of Chemistry, Kharazmi University, P. O. Box 15719-14911, 49 Mofateh St., Tehran, Iran.
Org Biomol Chem. 2022 May 11;20(18):3763-3766. doi: 10.1039/d2ob00448h.
Reaction of glycine-based dithiocarbamates with nitroalkenes in the presence of acetic anhydride was utilized for the synthesis of fully substituted 2-(alkylsulfanyl)-4-(nitroalkyl)-5-acyloxy-1,3-thiazoles. The reaction proceeds the formation of thiazol-5(4)-one from glycine-based dithiocarbamates, followed by the Michael addition of this intermediate to nitroalkenes, aromatization, and esterification reaction cascade. This new one-pot three-component reaction afforded a diverse library of fully substituted thiazoles in high to excellent yields under solvent-free conditions.
在醋酸酐存在下，甘氨酸基二硫代氨基甲酸盐与硝基烯烃的反应被用于合成全取代的 2-(烷基硫代)-4-(硝基烷基)-5-烷氧基-1,3-噻唑。该反应经历甘氨酸基二硫代氨基甲酸盐生成噻唑-5(4)-酮，然后该中间物与硝基烯烃进行迈克尔加成、芳构化和酯化反应级联。在无溶剂条件下，该新的一锅法三组分反应以高至优异的收率提供了多样化的全取代噻唑库。
