Synthesis of novel 1, 2, 3, 4??tetrahydrobenzo [c]??1, 5??naphthyridines from pyrrolo [1, 2??b] isoquinolines

…, SJ Scott, LL Setescak, D Van Engen

Index: Martin; Scott; Setescak; Van Engen Journal of Heterocyclic Chemistry, 1987 , vol. 24, # 6 p. 1541 - 1549

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Citation Number: 13

Abstract

Abstract 1, 2, 3, 4-Tetrahydrobenzo [c]-1, 5-naphthyridine (5a) was prepared by a novel synthetic route involving the rearrangement of (±)-(Z)-1, 10a-dihydropyrrolo [1, 2-b] isoquinoline-3, 10 (2H, 5H)-dione oxime to afford 1, 4-dihydrobenzo [c]-1, 5-naphthyridin-2 (3H)-one, which was reduced to 5a. The cholinomimetic activity observed with 5a prompted the synthesis and biological evaluation of additional analogues.