4.8 Article

Visible-Light-Initiated Difunctionalization of Quinoxalin-2(1H)-ones with Acyloxy Nitroso Compounds

Journal

ORGANIC LETTERS
Volume 24, Issue 39, Pages 7118-7122

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02703

Keywords

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Funding

  1. National Natural Science Foundation of China [22071171, 22101201]
  2. Natural Science Foundation of Zhejiang Province [LZ22B020003, LQ22B020005]

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In this study, a photoinitiated radical relay reaction of quinoxalin-2(1H)-ones using acyloxy nitroso compounds as radical sources is described. The difunctionalization of quinoxalin-2(1H)-ones, involving the simultaneous construction of C-C and N-N bonds via radical relay reaction, is rarely reported. Furthermore, the obtained products undergo sequential reactions to access C7-NO2 of quinoxalin-2(1H)-ones under mild conditions.
Herein, a photoinitiated radical relay reaction of quinoxalin-2(1H)-ones, with acyloxy nitroso compounds as a source of radicals, is described. Although the C-H functionalization of quinoxalin-2(1H)-ones has been investigated, its difunctionalization, the simultaneous construction of C-C and N-N bonds directly via the radical relay reaction, has rarely been reported. Moreover, the obtained products underwent sequential reactions to access C7-NO2 of quinoxalin-2(1H)-ones under mild conditions.

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