Tandem Rh-Catalyzed [4 + 2] Vinylic C–H O‑Annulation of Exocyclic Enones with Alkynes and 1,5‑H Shift

Active pyrylium intermediates are in situ generated by a Rh-catalyzed vinylic C–H annulation reaction between exocyclic α,β-enones and alkynes, which undergo a base-promoted rearrangement via 1,5-H shift to form 1H-benzo­[f]­chromene derivatives.

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Bibliographic Details
Published in:Organic letters 2018-02, Vol.20 (4), p.1074-1077
Main Authors: Zhao, Yinsong, Yu, Chuangui, Wang, Tianbao, She, Zhijie, Zheng, Xuesong, You, Jingsong, Gao, Ge
Format: Article
Language:English
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Summary:Active pyrylium intermediates are in situ generated by a Rh-catalyzed vinylic C–H annulation reaction between exocyclic α,β-enones and alkynes, which undergo a base-promoted rearrangement via 1,5-H shift to form 1H-benzo­[f]­chromene derivatives.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b04042