Literature DB >> 29356137

Selective P-C(sp3 ) Bond Cleavage and Radical Alkynylation of α-Phosphorus Alcohols by Photoredox Catalysis.

Kunfang Jia1, Junzhao Li1, Yiyun Chen1.   

Abstract

Herein the first P-C(sp3 ) bond cleavage and radical alkynylation of α-phosphorus alcohols to construct phosphonoalkynes is reported. The phosphorus radical is generated upon P-C bond cleavage reaction via the alkoxyl radical through photoredox catalysis with cyclic iodine(III) reagents. Various arylphosphinoyl-, alkylphosphinoyl-, phosphonate-, and phosphonic amide alcohols serve as radical phosphorus precursors to construct phosphonoalkynes for the first time.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  P−C(sp3) bond cleavage; alkynylation; phosphorus; photochemistry; radicals

Year:  2018        PMID: 29356137     DOI: 10.1002/chem.201800202

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Investigations of alkynylbenziodoxole derivatives for radical alkynylations in photoredox catalysis.

Authors:  Yue Pan; Kunfang Jia; Yali Chen; Yiyun Chen
Journal:  Beilstein J Org Chem       Date:  2018-05-28       Impact factor: 2.883

Review 2.  Alkynylation of radicals: spotlight on the "Third Way" to transfer triple bonds.

Authors:  Franck Le Vaillant; Jérôme Waser
Journal:  Chem Sci       Date:  2019-08-13       Impact factor: 9.825

Review 3.  Recent Synthetic Applications of the Hypervalent Iodine(III) Reagents in Visible-Light-Induced Photoredox Catalysis.

Authors:  Chaoyue Chen; Xin Wang; Tinghai Yang
Journal:  Front Chem       Date:  2020-09-23       Impact factor: 5.221

Review 4.  Catalytic generation of alkoxy radicals from unfunctionalized alcohols.

Authors:  Elaine Tsui; Huaiju Wang; Robert R Knowles
Journal:  Chem Sci       Date:  2020-09-21       Impact factor: 9.825

  4 in total

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