The Journal of Organic Chemistry

Reaction of maleimides and ethyl 3-aminocrotonates. A reinvestiation leading to an improved synthesis of pyrrolo [3, 4-c] pyridines

KR Shah, CDW Blanton Jr

Index: Shah, Kanhaiya R.; Blanton, C. DeWitt Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 502 - 508

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Citation Number: 20

Abstract

The condensation of maleimide (la) and 3-aminocrotonates or 3-aminocrotonitrile in a Nenitzescu-type reaction2 has been reported3 to give adduch 3 and 4 (Scheme I). Cyclization under basic conditions was claimed3 to yield pyrrolo [2, 3-b] pyrroles, which were converted to various derivatives (eg, 5-7). 4 During the preparation of additional derivatives? several observations