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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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
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cited_by cdi_FETCH-LOGICAL-a345t-67025b06a59bc5c6e83db812408d826f4cfcb0d5eaf47a172657fe4f3d5f77913
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creator Zhao, Yinsong
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description 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.
doi_str_mv 10.1021/acs.orglett.7b04042
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title Tandem Rh-Catalyzed [4 + 2] Vinylic C–H O‑Annulation of Exocyclic Enones with Alkynes and 1,5‑H Shift
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