1,6-Conjugate-Addition-Induced [2 + 1] Annulation of para-Quinone Methides and Pyrazolones: Synthesis of Bis-Spiro Compounds with Contiguous Quaternary Spiro-Centers

A diastereoselective formal 1,6-conjugate-addition-mediated [2 + 1] annulation reaction using p-quinone methides and pyrazolones has been described. The corresponding bis-spiro­[cyclohexadienone–cyclopropane–pyrazolone] compounds were obtained in very good yield under mild reaction conditions.

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Bibliographic Details
Published in:Organic letters 2019-10, Vol.21 (19), p.7736-7740
Main Authors: Kale, Someshwar B, Jori, Popat K, Thatikonda, Thanusha, Gonnade, Rajesh G, Das, Utpal
Format: Article
Language:English
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Summary:A diastereoselective formal 1,6-conjugate-addition-mediated [2 + 1] annulation reaction using p-quinone methides and pyrazolones has been described. The corresponding bis-spiro­[cyclohexadienone–cyclopropane–pyrazolone] compounds were obtained in very good yield under mild reaction conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b02641