2006-80-6Relevant academic research and scientific papers
Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph3P-I2
Phakhodee, Wong,Wangngae, Sirilak,Pattarawarapan, Mookda
, p. 8058 - 8066 (2017/08/14)
Readily available N-substituted amides or their requisite carboxylic acids or acid chlorides have been used to construct 2,3-disubstituted-3H-quinazolin-4-ones in a one-pot procedure. Key transformation in this convergent approach involves Ph3P-I2-mediated formation of amidine upon condensation of an amide or the intermediate amide with methyl anthranilate. Cyclization of the amidine-tethered anthranilate then affords 2,3-disubstituted-3H-quinazolin-4-ones in good to excellent yields under mild conditions.
Deep eutectic solvent mediated synthesis of quinazolinones and dihydroquinazolinones: Synthesis of natural products and drugs
Ghosh, Suman Kr,Nagarajan, Rajagopal
, p. 27378 - 27387 (2016/04/04)
A mild and greener protocol was developed to synthesize substituted quinazolinones and dihydroquinazolinones via deep eutectic solvent (DES) mediated cyclization with a series of aliphatic, aromatic, and heteroaromatic aldehydes in good to excellent yields. This greener strategy was further utilised to synthesize various quinazolinone natural products and drugs.
Efficient syntheses of 2,3-disubstituted natural quinazolinones via iridium catalysis
Fang, Jie,Zhou, Jianguang
, p. 2389 - 2391 (2012/04/11)
Natural products sclerotigenin, pegamine, deoxyvasicinone, mackinazolinone, and rutaecarpine were synthesized. Core quinazolinone structures were constructed via Ir catalysis. The Royal Society of Chemistry 2012.
Synthesis of 3-Amino-4-(3H)-quinazolinones from N-(2-Carbomethoxyphenyl) Imidate Esters
Leiby, Robert W.
, p. 2926 - 2929 (2007/10/02)
Novel difunctional aromatic synthons consisting of N-(2-carbomethoxyphenyl) imidate esters were synthesized by treatment of methyl anthranilate esters with aliphatic ortho esters.Treatment of the imidates with hydrazine, methylhydrazine, and phenylhydrazine yielded only quinazolinones and not isomeric 1,3,4-benzotriazepin-5-ones.The type of products obtained gave information relevant to elucidation of the mechanism of cyclization and the relative reactivities of the ester and imidate groups.
