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An efficient synthesis of quinazoline derivatives with the aid of low-valent titanium reagent

✍ Scribed by Daqing Shi; Chunling Shi; Juxian Wang; Liangce Rong; Qiya Zhuang; Xiangshan Wang


Publisher
Journal of Heterocyclic Chemistry
Year
2005
Tongue
English
Weight
150 KB
Volume
42
Category
Article
ISSN
0022-152X

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✦ Synopsis


Quinazolin-4(3H)-ones, 1,2-dihydroquinazolin-4(3H)-ones, 3,4-dihydroquinazolines, imidazo[1,2-c]quinazolines and5,6-dihydroimidazo[1,2-c]quinazolines were synthesized by the novel reductive reaction of nitro group, N-H bond and ortho-ester, aldehydes or ketones promoted by the low-valent titanium reagent (TiCl 4 -Zn system). The structures of these compounds were characterized by elemental analysis, IR and 1 HNMR spectra and further confirmed by single crystal X-ray diffraction analysis.


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## Abstract A short and facile synthesis of 2,3,3a,4‐tetrahydropyrrolo[1,2‐__a__]quinazolin‐5(1__H__)‐ones and 2,3,3a,4‐tetrahydropyrrolo[1,2‐__a__]quinazoline‐1,5‐diones in good yields via the novel reductive cyclization of 2‐nitrobenzamides with haloketones or 4‐oxopentanoic acid promoted by low‐