Synthesis of new hexahydro-1H-isoindole-1,3(2H)-dione derivatives from2-ethyl/phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3-(2H)-dion

Abstract

A new and appropriate synthesis for hexahydro-1H-isoindole-1,3(2H)-dione derivatives has been developedstarting from 3-sulfolene. The epoxidation of 2-ethyl/phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3-(2H)-dione and thenthe opening of the epoxide with nucleophiles gave hexahydro-1H-isoindole-1,3(2H)-dione derivatives. Amino and triazolederivatives of hexahydro-1H-isoindole-1,3(2H)-dione were synthesized from the formed product by the opening reactionof the epoxide with sodium azide. Hydroxyl analogues were obtained from cis-hydroxylation of 2-ethyl/phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3-(2H)-dione. The hydroxyl groups were converted to acetate.