2401-00-5Relevant academic research and scientific papers
Inverse-Electron-Demand [4+2]-Cycloaddition of 1,3,5-triazinanes: Facile Approaches to Tetrahydroquinazolines
Zheng, Yongsheng,Tu, Liang,Li, Na,Huang, Rong,Feng, Tao,Sun, Huan,Li, Zhenghui,Liu, Jikai
supporting information, p. 44 - 48 (2018/11/23)
An unprecedented inverse-electron-demand [4+2] cycloaddition reaction of in situ generated aza-o-quinone methides with 1,3,5-triazinanes has been developed under mild conditions, providing an efficient and mild approach to synthesize tetrahydroquinazoline
One-Pot Synthesis of Quinazolin-4(3H)-ones through Anodic Oxidation and the Related Mechanistic Studies
Cao, Liu,Huo, Hengrui,Zeng, Haipeng,Yu, Yu,Lu, Dengfu,Gong, Yuefa
supporting information, p. 4764 - 4773 (2018/11/10)
A metal-free and oxidant-free method for the one-pot preparation of quinazolin-4(3H)-ones enabled by electrochemical oxidation is described. Together with 2-aminobenzamides, a variety of aldehydes were successfully applied to an acid-catalyzed annulation and direct anodic oxidation cascade, affording structurally diverse quinazoline-4(3H)-ones in good to excellent yields. Additionally, certain alcohols can be directly applied instead of the corresponding aldehydes to achieve the same final products with the assistance of an electrolysis mediator (TEMPO). The reaction mechanism was carefully examined and the results strongly suggest that the direct and indirect oxidation go through different pathways. As an efficient and environmentally friendly access to a broad range of quinazolin-4(3H)-ones, the synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactive mackinazolinone and truncated erlotinib. (Figure presented.).
Copper-Catalyzed Tandem Reaction of 2-Aminobenzamides with Tertiary Amines for the Synthesis of Quinazolinone Derivatives
Xu, Wei,Zhu, Xiao-Rui,Qian, Peng-Cheng,Zhang, Xing-Guo,Deng, Chen-Liang
supporting information, p. 2851 - 2857 (2016/12/16)
We developed a copper-catalyzed tandem reaction of 2-aminobenzamides with tertiary amines for the formation of quinazolinone derivatives. The strategy includes two steps (cyclization and coupling) performed in one pot. A number of substrates reacted well under standard conditions to give the corresponding quinazolinone derivatives in moderate to good yields.
Stannous chloride in alcohol: A one-pot conversion of 2-Nitro-N- arylbenzamides to 2,3-Dihydro-1H-quinazoline-4-ones
Yoo, Choong Leol,Fettinger, James C.,Kurth, Mark J.
, p. 6941 - 6943 (2007/10/03)
A novel one-step synthesis of 2,3-dihydro-1H-quinazolin-4-ones from 2-nitrobenzamides is reported. These reactions are mediated by stannous chloride in 0.02 M methanolic or ethanolic HCl solution and proceed in good yields.
Nickel boride mediated reductive desulfurization of 2-thioxo-4(3H)-quinazolinones: A new synthesis of quinazolin-4(3H)-ones and 2,3-dihydro-4(1H)-quinazolinones
Khurana, Jitender M.,Kukreja, Gagan
, p. 677 - 679 (2007/10/03)
A novel one-pot approach for the synthesis of aryl substituted quinazolin-4(3H)-ones and 2,3-dihydro-4(1H)-quinazolinones has been reported based on the reductive desulfurization of 3-aryl-2-thioxo-4(3H)-quinazolinones with nickel boride in dry methanol at ambient temperature.
