Pablo Macías-Benítez, Alfonso Sierra-Padilla, Francisco M Guerra, F Javier Moreno-Dorado
Primary and secondary alcohols have been converted into 2-amino-1,3-thiazoles under microwave irradiation, employing trichloroisocyanuric acid (TCCA) as a dual oxidant and chlorine source, TEMPO as a co-oxidant, and thiourea. Secondary alcohols underwent a single-stage, one-pot conversion process, while primary alcohols required a two-stage, one-pot procedure. Both transformations were completed within minutes (25-45 min). The versatility of this protocol extends to the synthesis of other heterocycles, including 1,3-selenazoles, 2-aminoimidazoles, imidazo[1,2- a ]pyridines, quinoxalines, and hydrazino thiazoles by replacing thiourea with the appropriate surrogates...
March 18, 2024: Journal of Organic Chemistry