4.5 Article

Metal-free synthesis of phosphinoylchroman-4-ones via a radical phosphinoylation-cyclization cascade mediated by K2S2O8

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 16, Issue -, Pages 1974-1982

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.16.164

Keywords

chroman-4-ones; diphenylphosphine oxide; metal-free; potassium persulfate; radical cyclization

Funding

  1. Science Foundation for Distinguished Scholars of Dongguan University of Technology [GC200906-10]
  2. Postdoctoral Foundation of Dongguan University of Technology [196100040006]

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A variety of chroman-4-ones bearing phosphine oxide motifs were conveniently synthesized from readily available diphenylphosphine oxides and alkenyl aldehydes via a metal-free tandem phosphinoylation/cyclization protocol. The reaction utilizes K2S2O8 as oxidant and proceeds in DMSO/H2O at environmentally benign conditions with a broad substrate scope and afforded the title compounds in moderate yields.

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