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Synthesis of Functionalized 2,3-Dihydro-5 H -[1,3]thiazolo[2,3- b ]quinazolin-5-one via Intramolecular Electrophilic Cyclization
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-09-10 , DOI: 10.1134/s1070428020070088
N. M. Kut , M. Yu. Onysko , V. G. Lendel

Abstract

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, and p-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-λ4-chalcogenyl)methyl]-8-(trifluoromethyl)-2,3-dihydro-5H-[1,3]thiazolo[2,3-b]quinazolinium halides, and 2-{[dichloro(4-methoxyphenyl)-λ4-tellanyl]methyl}-8-(trifluoromethyl)-2,3-dihydro-5H-[1,3]thiazolo[2,3-b]quinazolin-5-one, respectively.



中文翻译:

分子内亲电环化反应合成功能化2,3-二氢-5 H-[1,3]噻唑并[2,3-b]喹唑啉-5-酮

摘要

3-(2-甲基丙-2-烯-1-基)-2-亚磺酰基-7-(三氟甲基)-2,3-二氢喹唑啉-4(1 H)-与卤素(溴和碘),硫族四卤化物反应,以及-甲氧基苯基三氯化铀,以区域选择性方式得到线性稠合的2-卤甲基-2-甲基-5-氧代-8-(三氟甲基)-2,3-二氢-5 H- [1,3]噻唑[2, 3- b ] quinazolinium三卤化物,2-甲基-5-氧代-2 - [(三卤代-λ 4 -chalcogenyl)甲基] -8-(三氟甲基)-2,3-二氢-5- ħ - [1,3]噻唑并[2,3- b ] quinazolinium卤化物,和2 - {[二氯(4-甲氧基苯基)-λ 4 -tellanyl]甲基} -8-(三氟甲基)-2,3-二氢-5- ħ - [1,3]噻唑洛[2,3- b] quinazolin-5-one。

更新日期:2020-09-11
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