Copper-catalyzed oxidative amination of methanol to access quinazolines

A novel method for the copper-catalyzed oxidative amination of 2′-aminoarylketones with methanol as a C1 carbon source and ammonium acetate as an amine source to construct quinazolines was established in a one-pot manner. The reaction conditions are straightforward and highly atom economic to delive...

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 17; no. 19; pp. 4774 - 4782
Main Authors Satish, Gandhesiri, Polu, Ashok, Kota, Laxman, Ilangovan, Andivelu
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 15.05.2019
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
3-COMPONENT SYNTHESIS
METHYLATION
ACTIVATION
ONE-POT SYNTHESIS
ANNULATION
2-ARYLQUINAZOLINES
DOMINO APPROACH
INHIBITORS
DERIVATIVES
DISCOVERY
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Summary:A novel method for the copper-catalyzed oxidative amination of 2′-aminoarylketones with methanol as a C1 carbon source and ammonium acetate as an amine source to construct quinazolines was established in a one-pot manner. The reaction conditions are straightforward and highly atom economic to deliver the corresponding quinazolines in high yields with wide functional group tolerance. Importantly, the present method is applicable on a multigram scale and its synthetic utility is demonstrated by synthesizing quazodine, a muscle-relaxing drug in high yields. A novel method for the copper-catalyzed oxidative amination of 2′-aminoarylketones with methanol as a C1 carbon source and ammonium acetate as an amine source to construct quinazolines was established in a one-pot manner.
Bibliography:Electronic supplementary information (ESI) available. See DOI
10.1039/c9ob00392d
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SourceType-Scholarly Journals-1
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ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00392d