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Oxidation of Active sp3 C-H Bond Initiated Consecutive Intermolecular/intramolecular Cyclization between Glycine Derivatives and o-Vinylphenols: Construction of Polycyclic Benzofuroquinoline Skeleton

Abstract

A consecutive intermolecular/intramolecular cyclization between N-arylglycine derivatives and 2-hydroxylstyrenes was realized through radical cation salt-initiated sp3 C-H bond oxidation. This reaction provided a new route to forge this biologically important polycyclic benzofuroquinoline skeleton in a single synthetic step with good functional group tolerance. The mechanistic study revealed that the oxidation of the active sp3 C-H bond initiated further functionalization of the inert C-H bond and tandem cyclization.

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Publication details

The article was received on 02 May 2018, accepted on 28 Jun 2018 and first published on 05 Jul 2018


Article type: Research Article
DOI: 10.1039/C8QO00444G
Citation: Org. Chem. Front., 2018, Accepted Manuscript
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    Oxidation of Active sp3 C-H Bond Initiated Consecutive Intermolecular/intramolecular Cyclization between Glycine Derivatives and o-Vinylphenols: Construction of Polycyclic Benzofuroquinoline Skeleton

    X. Jia, W. Hou, Q. Chen, Y. Yuan, J. Sun and K. He, Org. Chem. Front., 2018, Accepted Manuscript , DOI: 10.1039/C8QO00444G

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