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Issue 30, 2019
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A palladium-catalyzed regiocontrollable hydroarylation reaction of allenamides with B2pin2/H2O

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Abstract

A novel palladium-catalyzed regiocontrollable hydroarylation reaction of allenamides with B2pin2/H2O has been disclosed. H2O as an ideal hydrogen source was activated by B2pin2 to furnish allylamines or enamines with a broad functional group tolerance. The regioselectivity for both of the two products was up to 99 : 1 for most of the examples, which was achieved by adjusting the addition order of the catalyst and iodobenzene derivatives. The tentative investigation of the mechanism proved the reaction to be a non-radical process and the deuterium-labeled experiments indicated that the hydrogen was from H2O.

Graphical abstract: A palladium-catalyzed regiocontrollable hydroarylation reaction of allenamides with B2pin2/H2O

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Publication details

The article was received on 29 Jan 2019, accepted on 16 Mar 2019 and first published on 18 Mar 2019


Article type: Communication
DOI: 10.1039/C9CC00797K
Chem. Commun., 2019,55, 4355-4358

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    A palladium-catalyzed regiocontrollable hydroarylation reaction of allenamides with B2pin2/H2O

    J. Cui, L. Meng, X. Chi, Q. Liu, P. Zhao, D. Zhang, L. Chen, X. Li, Y. Dong and H. Liu, Chem. Commun., 2019, 55, 4355
    DOI: 10.1039/C9CC00797K

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