Rh(III)-Catalyzed Dual C–H Functionalization/Cyclization Cascade by a Removable Directing Group: A Method for Synthesis of Polycyclic Fused Pyrano[de]Isochromenes

An interesting Rh­(III)-catalyzed dual C–H functionalization/cyclization cascade of azomethine imine with diazophosphonate by a removable directing group for the synthesis of highly fused pyrano­[de]­isochromene has been achieved. The transformation shows that the desired pyrano­[de]­isochromenes wi...

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Veröffentlicht in:Journal of organic chemistry 2020-10, Vol.85 (19), p.12097-12107
Hauptverfasser: Shu, Zhihao, Zhou, Jianhui, Li, Junyou, Cheng, Yilang, Liu, Hong, Wang, Dechuan, Zhou, Yu
Format: Artikel
Sprache:eng
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Zusammenfassung:An interesting Rh­(III)-catalyzed dual C–H functionalization/cyclization cascade of azomethine imine with diazophosphonate by a removable directing group for the synthesis of highly fused pyrano­[de]­isochromene has been achieved. The transformation shows that the desired pyrano­[de]­isochromenes with two oxygen atoms on its core scaffold could be constructed with good to excellent yields (up to 86%) via a facile one-pot, multiple-step cascade reaction, along with broad generality and versatility.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c01228