Metal- and Photocatalyst-Free, Visible-Light-Initiated C3 α‑Aminomethylation of Quinoxalin-2(1H)‑ones via Electron Donor–Acceptor Complexes
We report a metal- and photocatalyst-free C3 α-aminomethylation of quinoxalin-2(1H)-ones with N-alkyl-N-methylanilines. The reaction proceeds through the formation of a photoactivated electron donor–acceptor complex between quinoxalin-2(1H)-ones and N-alkyl-N-methylanilines. The present method pro...
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Veröffentlicht in: | Journal of organic chemistry 2023-09, Vol.88 (18), p.13339-13350 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | We report a metal- and photocatalyst-free C3 α-aminomethylation of quinoxalin-2(1H)-ones with N-alkyl-N-methylanilines. The reaction proceeds through the formation of a photoactivated electron donor–acceptor complex between quinoxalin-2(1H)-ones and N-alkyl-N-methylanilines. The present method provides a mild and environmentally friendly protocol that exhibits good atom economy and excellent functional group tolerance to obtain a library of biologically significant C3 α-aminomethylated quinoxalin-2(1H)-ones in good yields. |
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ISSN: | 0022-3263 1520-6904 1520-6904 |
DOI: | 10.1021/acs.joc.3c01249 |