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

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 aryl...

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Veröffentlicht in:Chemistry : a European journal 2018-03, Vol.24 (13), p.3174-3177
Hauptverfasser: Jia, Kunfang, Li, Junzhao, Chen, Yiyun
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Sprache:eng
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Zusammenfassung: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. It′s PC: The first P−C(sp3) bond cleavage and radical alkynylation of α‐phosphorus alcohols by photoredox catalysis with cyclic iodine(III) reagents is reported. Various phosphonoalkynes can be constructed by radical alkynylations with α‐arylphosphinoyl, α‐alkylphosphinoyl, α‐phosphonate, and α‐phosphonic amide alcohols.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201800202