Ultrasound-promoted organocatalytic enamine-azide [3+2] cycloaddition reactions for the synthesis of ((arylselanyl) phenyl-1H-1,2,3-triazol-4-yl) ketones

The use of sonochemistry is described in the organocatalytic enamine-azide [3 + 2] cycloaddition between 1,3-diketones and aryl azidophenyl selenides. These sonochemically promoted reactions were found to be amenable to a range of 1,3-diketones or aryl azidophenyl selenides, providing an efficient access to new ((arylselanyl) phenyl-1H-1,2,3-triazol-4-yl) ketones in good to excellent yields and short reaction times. In addition, this protocol was extended to beta-keto esters, alpha-keto amides and a-cyano ketones. Selanyltriazoyl carboxylates, carboxamides and carbonitriles were synthesized in high yields at short times of reaction under very mild reaction conditions.