Stereoselective electrochemically induced cyclization of bicyclo[2.2.1]hept-5-ene-2,2,3,3-tetracarbonitriles to 3-amino-1,1-dimethoxy-4,7-dihydro-1H-4,7-methanoisoindole-3a,7a-dicarbonitriles

摘要

Electrolysis of bicyclo[2.2.1]hept-5-ene-2,2,3,3-tetracarbonitriles in methanol in an undivided cell in the presence of NaOAc leads to potentially pharmacologically active 3-amino-1,1-dimethoxy-4,7-dihydro-1H-4,7-methanoisoindole-3a, 7a-dicarbonitriles containing a pyrroline fragment; the yield on compound were 80-88% and on current 800-880%.