A modified Biginelli reaction toward oxygen-bridged tetrahydropyrimidines fused with substituted 1,2,4-triazole ring

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作者
Mustafa K. Gümüş
Nikolay Yu. Gorobets
Yuriy V. Sedash
Valentin A. Chebanov
Sergey M. Desenko
机构
[1] Artvin Coruh University,Science
[2] SSI “Institute for Single Crystals” of National Academy of Sciences of Ukraine,Technology Research and Application Center
[3] V. N. Karazin Kharkiv National University,undefined
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关键词
3-amino-1,2,4-triazole; benzoxadiazocine; oxygen-bridged structure; Biginelli reaction; cascade reaction; microwave-assisted synthesis; multicomponent reaction; reaction mechanism;
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摘要
A microwave-assisted Biginelli-like three-component condensation using salicylic aldehyde derivatives, acetone, and 5-substituted 3-amino-1,2,4-triazoles instead of the urea component results in the formation of oxygen-bridged tetrahydrotriazolopyrimidine derivatives (11,12-dihydro-5,11-methano[1,2,4]triazolo[1,5-c][1,3,5]benzoxadiazocines) in good yields and high purity. A plausible reaction mechanism for this transformation is discussed in details using literature and experimental data.
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页码:1261 / 1267
页数:6
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