New thienoyl-substituted pyrrolo[1,2-c] quinazoline derivatives

被引:15
作者
Georgescu, Emilian [1 ]
Georgescu, Florentina [1 ]
Roibu, Constantin [1 ]
Iuhas, Paula C. [1 ]
Draghici, Constantin [2 ]
Filip, Petru I. [2 ]
机构
[1] Res Ctr Oltchim, 1 Uzinei Str, Ramnicu Valcea 240050, Romania
[2] Romanian Acad, Ctr Organ Chem, Bucharest 060023, Romania
关键词
1,3-Dipolar cycloadditions; pyrrolo[1,2-c] quinazoline; 3-(2-thienoylmethyl)-quinazolinium bromide; 3-(2-thienoylmethyl)-4-methoxy-3,4-dihydroquinazolinium bromide;
D O I
10.3998/ark.5550190.0009.c07
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By the reaction of quinazoline with omega-bromo-2-acethylthiophene in methanol followed by treatment of the intermediate mixture of quaternary salts with unsymmetrical activated alkynes in propenoxide, 3-(2-thienoyl)pyrrolo[1,2-c]quinazoline derivatives were obtained. 3-(2-Thienoyl)pyrrolo[1,2-c]quinazolines were also obtained by an alternative one-pot procedure directly from quinazoline, omega-bromo-2-acetylthiophene and unsymmetrical activated alkynes in propenoxide, by one-pot, multi-step sequences of reactions. Heating the same mixture of quinazolinium salts in the presence of the strong base 1-(2-thienoyl)-2-(2-thienyl)pyrrolo[1,2-c]quinazoline, an interesting inactivation product of the intermediate quinazolinium-3-thienoylmethylide was obtained.
引用
收藏
页码:60 / 67
页数:8
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