A Novel Chemoselective Synthesis of 1,2-Dihydroisoquinolines Linked to 2-Thiohydantoins in Water

Abstract

A novel three-component condensation reaction between an isocyanide, isoquinoline and thiohydantoins efficiently generates 1,2-dihydroisoquinoline derivatives in a one-pot reaction in water at 70 °C without using any catalyst. Thiohydantoins and isoquinolines exhibit important medicinal properties.

Et3N-Mediated Synthesis of N-Vinylthiohydantoins from 5,5-Diarylthiohydantoins and Acetylenic Esters

“…2 The formation of a carbonnitrogen bond is important for the synthesis of nitrogencontaining natural products and biologically active systems. 3 As part of our studies on the development of new routes in heterocyclic synthesis, [4][5][6][7] we now report an efficient one-pot synthesis of N-vinylatedthiohydantoins 4 and 6 (Schemes 1 and 2).…”