The Synthesis of Novel 2-Hetarylthiazoles via the Stille Reaction

Abstract

A preparative approach to the synthesis of 2-hetaryl thiazoles has been developed via the interaction of halothiazoles with stannanes according to the Stille reaction. The most effective catalysts and reaction conditions have been found. It has been determined that the formation of by-products occurs due to specific interaction of the corresponding stannanes with the carbonyl group. The by-products have been isolated and characterized. The mechanism of this interaction with the carbonyl group has not been described in literature. The 2-hetaryl thiazoles obtained have great potential as new building blocks for medicinal chemistry and as ligands due to their complexing properties.

Keywords

• stille reaction
• heterocycle
• thiazole
• buchwald catalysts
• chalcone