Bifunctionalization of α-Bromophenone: An Access to Functionalized β-Keto Thiosulfones.

A simple and high-yielding strategy to produce a variety of β-keto sulfides using asymmetrical and symmetrical thiosulfonates with ketones under mild conditions is reported. It was found that the various substituted compounds, with both electron-withdrawing and electron-donating substituents, afforded a wide range of β-keto thiosulfones (α-thioaryl-β-keto sulfones) in moderate to high yields. The transformations were reliable at the gram-scale, thus illustrating their efficiency and practicality. A plausible mechanism for the protocol is also proposed.