Synthesis of Quinazolines via an Iron-Catalyzed Oxidative Amination of N-H Ketimines.
J Org Chem
; 83(4): 2395-2401, 2018 02 16.
Article
em En
| MEDLINE
| ID: mdl-29341614
ABSTRACT
An efficient synthesis of quinazolines based on an iron-catalyzed C(sp3)-H oxidation and intramolecular C-N bond formation using tert-BuOOH as the terminal oxidant is described. The reaction of readily available 2-alkylamino benzonitriles with various organometallic reagents led to 2-alkylamino N-H ketimine species. The FeCl2-catalyzed C(sp3)-H oxidation of the alkyl group employing tert-BuOOH followed by intramolecular C-N bond formation and aromatization afforded a wide variety of 2,4-disubstituted quinazolines in good to excellent yields.
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MEDLINE
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En
Ano de publicação:
2018
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Article