Synthesis of Functionalized 2,3-Dihydro-5H-[1,3]thiazolo[2,3-b]quinazolin-5-one via Intramolecular Electrophilic Cyclization

被引:2
作者
Kut, N. M. [1 ]
Onysko, M. Yu. [1 ]
Lendel, V. G. [1 ]
机构
[1] Uzhgorod Natl Univ, UA-88000 Uzhgorod, Ukraine
关键词
electrophilic cyclization; halogen-containing electrophile; p-methoxyphenyltellurium trichloride; regioselectivity; 3-(2-methylprop-2-en-1-yl)-2-sulfanylidene-7-(trifluoromethyl)-2; 3-dihydroquinazolin-4(1H)-one; 2; 3-dihydro-5H-[1; 3]thiazolo[2; 3-b]quinazolin-5-one; STEREOSELECTIVE-SYNTHESIS; ANTICANCER ACTIVITY; DERIVATIVES; SELENIUM; SYSTEMS; HETEROCYCLIZATION; ANTIBACTERIAL; INHIBITORS; DRUGS;
D O I
10.1134/S1070428020070088
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-(2-Methylprop-2-en-1-yl)-2-sulfanylidene-7-(trifluoromethyl)-2,3-dihydroquinazolin-4(1H)-one reacted with halogens (bromine and iodine), chalcogen tetrahalides, andp-methoxyphenyltellurium trichloride in a regioselective manner to give linearly fused 2-halomethyl-2-methyl-5-oxo-8-(trifluoromethyl)-2,3-dihydro-5H-[1,3]thiazolo[2,3-b]quinazolinium trihalides, 2-methyl-5-oxo-2-[(trihalo-lambda(4)-chalcogenyl)methyl]-8-(trifluoromethyl)-2,3-dihydro-5H-[1,3]thiazolo[2,3-b]quinazolinium halides, and 2-{[dichloro(4-methoxyphenyl)-lambda(4)-tellanyl]methyl}-8-(trifluoromethyl)-2,3-dihydro-5H-[1,3]thiazolo[2,3-b]quinazolin-5-one, respectively.
引用
收藏
页码:1174 / 1180
页数:7
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