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Iron-catalyzed or iodine-induced intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes: facile access to halogenated 1,2-dihydroquinolines

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Abstract

We have developed a simple and convenient method for intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes to afford a series of halogenated 1,2-dihydroquinolines. These reactions exhibited excellent yields and functional group tolerance under mild conditions. The reaction mechanism was investigated by deuterium labeling and control experiments.

Graphical abstract: Iron-catalyzed or iodine-induced intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes: facile access to halogenated 1,2-dihydroquinolines

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The article was received on 06 Mar 2017, accepted on 28 Mar 2017 and first published on 30 Mar 2017


Article type: Research Article
DOI: 10.1039/C7QO00177K
Citation: Org. Chem. Front., 2017, Advance Article
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    Iron-catalyzed or iodine-induced intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes: facile access to halogenated 1,2-dihydroquinolines

    Q. Wang, B. Jiang, L. Yu, Y. Wei and M. Shi, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00177K

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