Pyrrole studies.: Part 3611Part 35. G. Cirrincione, G. Dattolo, AM Almerico, E. Aiello, RA Jones, HM Dawes, MB Hursthouse, J. Chem. Soc., Perkin Trans. 1, submitted …

W Hinz, RA Jones, SU Patel

Index: Hinz, Werner; Jones, R. Alan; Patel, Sunil U.; Karatza, Mary-Helen Tetrahedron, 1986 , vol. 42, # 14 p. 3753 - 3758

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Abstract

Nucleophilic addition to but-1-en-3-one by the acyl anion equivalent of 2-formylpyrroles, generated by reaction with thiazolium salts, yields 1-(2-pyrrolyl) pent-1, 4-diones, which undergo the Paal-Knorr reaction with ammonia and primary amines to give the 2, 2'- bipyrroles. Alternatively, the 2, 2'-bipyrrole system can be obtained by pyrolysis of 2-azido-5- (2-pyrrolyl) penta-2, 4-dienoic esters.