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Note | Regular issue | Vol 63, No. 6, 2004, pp.1423-1428
Published online, 9th April, 2004
DOI: 10.3987/COM-04-10050
Synthesis of the New Pyrazolo[4,3-c]pyrrolizine Skeleton via Intramolecular Nitrilimine Cycloaddition

Giorgio Molteni*

*Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy


Starting from the appropriate 1-substituted pyrrol-2-yl- (1) or indol-2-ylcarboxylic acid (6), the hydrazonyl chlorides (3) or (8) have been synthesised respectively. Their base treatment promoted the in situ generation of the corresponding nitrilimines (4) or (9), whose intramolecular 1,3-dipolar cycloaddition gave the title compounds in nearly quantitative yields.