4.7 Article

Synthesis of Organophosphorus Compounds through Copper-Catalyzed Annulation Involving C-O and C-P Bond Formations

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 21, Pages 11636-11643

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01947

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Funding

  1. National Science Foundation [NSF 21472073, 21532001]

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A novel copper(II) trifluoromethanesulfonate-catalyzed, high-efficiency, and atom-economical synthesis of valuable organophosphorus compounds via cascade annulation of propargylic alcohols with diphenylphosphine oxide is described. This protocol, which has a good functional-group compatibility and insensitivity to an ambient atmosphere, provides a simple and direct pathway to the products, organophosphorus compounds, in good yields under mild conditions. The method could be efficiently scaled up to gram scale, thus highlighting a potential application of this methodology.

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