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Palladium(ii)-catalyzed vinylic geminal double C–H activation and alkyne annulation reaction: synthesis of pentafulvenes

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Abstract

The first transition-metal-catalyzed vinylic geminal double C(sp2)–H activation and di-substituted alkyne annulation reaction is reported. This palladium(II)-catalyzed, amide directed reaction of vinylic compounds with di-substituted alkynes offers an efficient synthetic path to pentafulvenes, which are very important compounds because of their bioactivity and interesting optical properties. A FeCl3-mediated transformation of pentafulvenes to fluorescent cyclopenta[b]quinolines is also developed.

Graphical abstract: Palladium(ii)-catalyzed vinylic geminal double C–H activation and alkyne annulation reaction: synthesis of pentafulvenes

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Article information


Submitted
10 Dec 2019
Accepted
13 Dec 2019
First published
17 Dec 2019

Chem. Commun., 2020, Advance Article
Article type
Communication

Palladium(II)-catalyzed vinylic geminal double C–H activation and alkyne annulation reaction: synthesis of pentafulvenes

J. Phukon and S. Gogoi, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC09564K

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