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Silver-promoted regioselective [4+2] annulation reaction of indoles with alkenes to construct dihydropyrimidoindolone scaffolds

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Abstract

An AgI-promoted regioselective [4+2] annulation reaction of indoles with alkenes has been established. During the transformation, N-centered radicals are generated by the oxidation of the N–H bond of N-alkoxyamides. Control experiments and DFT calculations reveal a plausible mechanism. This synergistic process achieves the direct construction of new C–C and C–N bonds under relatively mild conditions with broad substrate scope, high atom economy, and easy-to-handle nature.

Graphical abstract: Silver-promoted regioselective [4+2] annulation reaction of indoles with alkenes to construct dihydropyrimidoindolone scaffolds

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Publication details

The article was received on 11 Sep 2019, accepted on 05 Nov 2019 and first published on 05 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC07098B
Chem. Commun., 2019, Advance Article

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    Silver-promoted regioselective [4+2] annulation reaction of indoles with alkenes to construct dihydropyrimidoindolone scaffolds

    L. Zhang, M. Zhu, W. Du, S. Ni, L. Wen and M. Li, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC07098B

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