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Issue 1, 2017
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Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O2: a facile protocol to selectively synthesize 2- and 3-vinylindoles

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Abstract

A novel palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes using molecular oxygen as the terminal oxidant through β-carbon elimination of aminopalladation intermediates is disclosed. The reaction opens up an effective way to obtain a series of 2- and 3-vinylindoles which are important synthetic intermediates in many natural indole derivatives.

Graphical abstract: Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O2: a facile protocol to selectively synthesize 2- and 3-vinylindoles

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Submitted
31 Oct 2016
Accepted
25 Nov 2016
First published
25 Nov 2016

Chem. Commun., 2017,53, 216-219
Article type
Communication

Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O2: a facile protocol to selectively synthesize 2- and 3-vinylindoles

B. Cao, M. Simaan, I. Marek, Y. Wei and M. Shi, Chem. Commun., 2017, 53, 216
DOI: 10.1039/C6CC08731K

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