Preparation of compounds in the new dipyrrolo [3, 4??b: 3′, 4′??e]??pyridine series from 1??benzylidene??2, 3??dioxopyrrolidines. A variation of the hantzsch synthesis

CA Snyder, MA Thorn, JE Klijanowicz…

Index: Snyder, Carroll A.; Thorn, Mark A.; Klijanowicz, James E.; Southwick, Philip L. Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 603 - 607

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Citation Number: 8

Abstract

Abstract Treatment of easily prepared l-substituted-4-benzylidene-2, 3-dioxopyrrolidines with ammonium formate produces 1, 2, 4, 6, 7, 8-hexahydro-2, 6-disubstituted-8- aryldipyrrolo [3, 4-b: 3′, 4′-e] pyridine-3, 5-diones (II), usually in yields of 50 to 60%. Aromatization of the dihydropyridine ring of the hexahydroderivatives II yields corresponding 1, 2, 6, 7-tetrahydro-2, 6-disubstituted-8-aryldipyrrolo [3, 4-b: 3′, 4′-e] pyridine-3, 5- ...