3 years ago

Rh(II)- or Cu(I)-Catalyzed Formal Intramolecular Carbene Insertion into Vinylic C(sp2)-H Bond: An Access toward Substituted 1H Indenes

Shichao Li, Yan Zhang, Qi Zhou, Jianbo Wang
A Rh(II) or Cu(I)-catalyzed formal intramolecular carbene insertion into vinylic C(sp2)-H bonds is reported herein. This method provides straightforward access to 1H-indenes with high efficiency and excellent functional group compatibility. Mechanistically, the reaction is proposed to involve the following sequence: metal carbene formation, intramolecular nucleophilic addition of the double bond to electron-deficient carbenic carbon, dearomatization and finally 1,5-H shift.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709375

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