Electrochemical Dehydrogenative Cross‐Coupling of Quinoxalin‐2(1H)‐ones with Amines for the Synthesis of 3‐Aminoquinoxalinones

An efficient protocol for the synthesis of 3‐aminoquinoxalinones via the electrochemical dehydrogenative C‐3 amination of quinoxalin‐2(1H)‐ones was developed. With aliphatic amines and azoles as the nitrogen sources, a series of 3‐aminoquinoxalinones was obtained in up to 99% yield. This direct elec...

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Bibliographic Details
Published in:Advanced synthesis & catalysis Vol. 361; no. 5; pp. 1033 - 1041
Main Authors: Li, Ke‐Jing, Xu, Kun, Liu, Yong‐Guo, Zeng, Cheng‐Chu, Sun, Bao‐Guo
Format: Journal Article
Language:English
Published: WEINHEIM Wiley 05.03.2019
Wiley Subscription Services, Inc
Subjects:
Aliphatic amines
Amines
Chemistry
Chemistry, Applied
Chemistry, Organic
Dehydrogenation
dehydrogenative cross coupling
direct electrolysis
Heterocyclic compounds
oxidative amination
Oxidizing agents
Physical Sciences
quinoxalinone
Science & Technology
Synthesis
Transition metals
FUNCTIONALIZATION
DESIGN
POTENT
oxidative amination
BIOLOGICAL-ACTIVITY
RECEPTOR
quinoxalinone
dehydrogenative cross coupling
DERIVATIVES
direct electrolysis
QUINOXALINE
ISSN:1615-4150, 1615-4169
Online Access:Get full text
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Summary:An efficient protocol for the synthesis of 3‐aminoquinoxalinones via the electrochemical dehydrogenative C‐3 amination of quinoxalin‐2(1H)‐ones was developed. With aliphatic amines and azoles as the nitrogen sources, a series of 3‐aminoquinoxalinones was obtained in up to 99% yield. This direct electrolytic method avoids the use of transition metals and external oxidants, and represents an appealing alternative for the synthesis of 3‐aminoquinoxalinones.
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ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201800989