86663-61-8Relevant academic research and scientific papers
Structurally diversified products from the reactions of 2-aminobenzamides with 1,3-cyclohexanediones catalyzed by iodine
Lu, Lian,Zhang, Mei-Mei,Jiang, Hong,Wang, Xiang-Shan
supporting information, p. 757 - 760 (2013/02/25)
Controlling the reaction temperature at 50 °C, 80 °C, and 110 °C, respectively, the iodine-catalyzed reaction of 2-aminobenzamides with 1,3-cyclohexanediones gave structurally diversified products. In the latter, it gave bis-quinazolin-4(3H)-ones unexpectedly, with 1,3-cyclohexanediones ring-opening.
1,2-Dihydro-4-quinazolinones from anthranilic amides and oxo-compounds - Studies of the ring closure using MNDO calculations
Lessel
, p. 571 - 579 (2007/10/02)
Heating of anthranilic amides 1a-c with oxo-compounds without solvent represents a simple synthetic access to 1,2-dihydro-4-quinazolinones 8-25. Under drastic conditions β-dicarbonyl compounds give the methylquinazolinones 26/27 by elimination. Thermodynamic control explicates the course of the reactions and the formation of the products. The enaminones 28/29 isolated from cyclic β-diketones are transformed to quinazolinyl pentanones 34/35 in the presence of acetic acid. The ring transformation is explained by perturbation theory.
