Mechanochemical Thiolation of α-Imino Ketones: A Catalyst-Free, One-Pot, Three-Component Reaction.

Herein, we report an efficient mechanochemical synthesis of α,α-amino thioketones involving a one-pot, three-component milling of 2-oxo aldehydes, amines, and thiols. Unlike previous methods, this protocol does not require any catalyst or oxidizing additive. The reaction proceeds through the thiolation of in situ formed α-imino ketones by liquid-assisted grinding. We have successfully extended this protocol to synthesizing benzothiazoles, thiazoles, and quinoxalines, demonstrating its efficiency and potential in the field. Importantly, we have shown the gram-scale synthesis, synthetic applications, and substrate scope of this protocol, instilling confidence in its practicality.