HX-DMSO: A novel liquid halogenating system for synthesis of 2-aminothiazoles via Csp3[sbnd]H bond functionalization

Abstract

A new protocol developed for the synthesis of some 2-aminothiazoles from methylcarbonyl compounds using HX/DMSO liquid system as halogenating agent. This protocol provides an interesting new metal-free pathway for synthesis of 2-aminothiazole derivatives using Csp3H bond functionalization of simple methylcarbonyls as substrates and HX/DMSO (X=Br or I) as the best halogenating catalytic system. Different methylcarbonyls such as aldehyde, aromatic ketones, β-diketone, and β-ketoesters were used and gave the products in good yields without any catalyst. The mild and simple conditions make this strategy extremely attractive in the development of efficient synthesis of 2-aminothiazoles and other analogous heterocycles.