Issue 18, 2020
From the journal:

Green Chemistry

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

Deepa Rawat,a   Rahul Kumara  and  Adimurthy Subbarayappa ORCID logo *a  

* Corresponding authors

a Academy of Scientific & Innovative Research, CSIR–Central Salt & Marine Chemicals Research Institute, G. B. Marg, Bhavnagar-364 002, Gujarat, India
E-mail: adimurthy@csmcri.res.in

Abstract

Phosphonation of quinoxalines and quinoxalin-2(1H)-ones utilizing aerobic oxygen as green oxidant under visible light conditions at room temperature has been described. Both quinoxalines and quinoxalin-2(1H)-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(1H)-ones are more reactive than quinoxalines under the present conditions, and the control experiments revealed the present transformation proceeds through a radical mechanism.

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

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Article information

DOI
https://doi.org/10.1039/D0GC02168G
Article type
Paper
Submitted
25 Jun 2020
Accepted
28 Aug 2020
First published
28 Aug 2020

Green Chem., 2020,22, 6170-6175

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

D. Rawat, R. Kumar and A. Subbarayappa, Green Chem., 2020, 22, 6170 DOI: 10.1039/D0GC02168G

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