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Paper | Regular issue | Vol 53, No. 4, 2000, pp.831-839
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8821
Dipolarophilic Behavior of the Isoxazole Ring in Intramolecular Nitrilimine Cycloadditions

Gianluigi Broggini, Luisa Garanti, Giorgio Molteni,* and Gaetano Zecchi

*Dipartimento di Chimica Organica e Industriale dell'Università and Centro CNR, Via Golgi 19, 20133, Milano, Italy


Upon base treatment with silver carbonate, isoxazolyl-substituted hydrazonoyl chlorides (4) and (12) undergo a sequential intra- intermolecular nitrilimine cycloaddition giving tetracyclic pyrazolydine derivatives (7) and (15).