Copper-Catalyzed Microwave-Expedited Oxyphosphorylation of Alkynes with Diethyl Phosphite and t-Butyl Hydroperoxide Synthesis of Densely Functionalized Phosphonylated Indenones

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2021Department
Ciencia de los Materiales e Ingeniería Metalúrgica y Química Inorgánica; Química Analítica; Química OrgánicaSource
J. Org. Chem. 2021, 86, 16409−16424Abstract
Treatment of alkynes with diethyl phosphite and t-butyl hydroperoxide in the presence of [Cu(MeCN)4]BF4 under microwave irradiation produced the oxyphosphorylation of the triple bond, giving rise to the corresponding β-ketophosphonates in moderate-to-good yields. When the triple bond was conjugated to a carbonyl group bearing an aromatic ring, it led to the cyclization of the resulting ketone intermediate, producing eventually different phosphonylated indenones.
Subjects
copper; catalyzed; microwave; expedited; oxyphosphorylation; alkyne; phosphite; hydroperoxide; phosphonylated; indenone; preparation; derivatizationCollections
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