Visible‐light‐induced Catalyzed Dehydrogenative Coupling of Quinoxalin‐2(1H)‐ones with Azoles Using Carbon Nitride

An efficient visible‐light‐induced catalyzed dehydrogenation coupling of quinoxalin‐2(1H)‐ones with azoles was developed, a protocol that did not require prefunctionalization of the substrates and produced hydrogen (H2). Meanwhile, this reaction proceeded without the addition of other metal and oxid...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2022-07, Vol.11 (7), p.n/a
Main Authors: Xie, Shihua, Wang, Hui, Wang, Yong, Yang, Qifan, Zhu, Hongjun
Format: Article
Language:English
Subjects:
Azoles
Carbon nitride
Coupling
C−N coupling hydrogen evolution
Dehydrogenation
Heterocyclic compounds
Organic chemistry
Oxidizing agents
Quinoxalin-2(1H)-ones
Substrates
Visible-light catalysis
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Summary:An efficient visible‐light‐induced catalyzed dehydrogenation coupling of quinoxalin‐2(1H)‐ones with azoles was developed, a protocol that did not require prefunctionalization of the substrates and produced hydrogen (H2). Meanwhile, this reaction proceeded without the addition of other metal and oxidant and provided a broad range of 3‐aminoquinoxalin‐2(1H)‐ones in medium to good yield. Furthermore, this protocol provided advantages of easy and simple operation, high chemoselectivity, and a recyclable catalyst. A preliminary mechanistic investigation revealed that the reaction involved a radical process. An oxidative dehydrogenation coupling of quinoxalin‐2(1H)‐ones C‐3 with azoles was developed by using mesoporous graphitic carbon nitride (mpg‐CN) as the photocatalyst under visible‐light irradiation without metal and oxidant.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202200195