Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1)-ones under aerobic metal-free conditions

Phosphonation of quinoxalines and quinoxalin-2(1 H )-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1 H )-ones are compatible with alkyl or aryl phosphonates and provided good yields of products...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2020-09, Vol.22 (18), p.617-6175
Hauptverfasser: Rawat, Deepa, Kumar, Rahul, Subbarayappa, Adimurthy
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Sprache:eng
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Zusammenfassung:Phosphonation of quinoxalines and quinoxalin-2(1 H )-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1 H )-ones are compatible with alkyl or aryl phosphonates and provided good yields of products through regioselective C-P bond formation under base/ligand-free conditions. Competitive experiments showed quinoxalin-2(1 H )-ones are more reactive than quinoxalines under the present conditions, and the control experiments revealed the present transformation proceeds through a radical mechanism. Visible-light induced phosphonation of quinoxalines and quinoxalin-2(1 H )-ones utilizing aerobic oxygen as green oxidant under base/ligand-free conditions at room temperature has been described.
ISSN:1463-9262
1463-9270
DOI:10.1039/d0gc02168g