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

ABSTRACT: 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.

SUBMITTER: Liu Q

PROVIDER: S-EPMC7431760 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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

Liu Qiang Q Lu Weibang W Xie Guanqun G Wang Xiaoxia X

Beilstein journal of organic chemistry 20200812

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. ...[more]

PMID: 32831954

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