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Isobutyl Nitrite‐Mediated Synthesis of Quinoxalines through Double C−H Bond Amination of N‐Aryl Enamines.
- Source :
- Advanced Synthesis & Catalysis; 11/16/2018, Vol. 360 Issue 22, p4446-4451, 6p
- Publication Year :
- 2018
-
Abstract
- An efficient and metal‐free double C−H bond amination of N‐aryl enamines using isobutyl nitrite (IBN) has been developed. This method enables the preparation of functionalized quinoxalines in good to excellent yields and tolerates a variety of N‐aryl enamines with diverse functional substituents. Mechanistic studies revealed the presence of a key β‐imino oxime ester intermediate. A quinoxaline derivative could be prepared from β‐carbonyl ester in one‐pot sequence on a gram scale. Finally, two important quinoxaline scaffolds were easily prepared in moderate yields over two steps. [ABSTRACT FROM AUTHOR]
- Subjects :
- HETEROCYCLIC compounds
CHEMICAL reactions
QUINOXALINES
FUNCTIONAL groups
NITROGEN
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 360
- Issue :
- 22
- Database :
- Complementary Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 133095009
- Full Text :
- https://doi.org/10.1002/adsc.201800928