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.
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