4015-32-1Relevant articles and documents
Copper-catalyzed oxidative amination of methanol to access quinazolines
Satish, Gandhesiri,Polu, Ashok,Kota, Laxman,Ilangovan, Andivelu
, p. 4774 - 4782 (2019/05/24)
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.
Synthesis of Quinazolines via an Iron-Catalyzed Oxidative Amination of N-H Ketimines
Chen, Cheng-Yi,He, Fengxian,Tang, Guangrong,Yuan, Huiqing,Li, Ning,Wang, Jinmin,Faessler, Roger
, p. 2395 - 2401 (2018/02/23)
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.
o-Aminophenyl Alkyl/Aralkyl Ketones and Their Derivatives: Part V -- An Efficient Synthetic Route to Some Biologically Active 4-Substituted Quinazolines
Byford, A.,Goadby, P.,Hooper, M.,Kamath, H. V.,Kulkarni, Sheshgiri N.
, p. 396 - 397 (2007/10/02)
4-Substituted quinazolines (II) have been prepared by the action of formamide on o-aminophenyl alkyl and aralkyl ketones (I) in the presence of borontrifluoride etherate as catalyst, and tested for their inotropic activity.
