Addition of C-nucleophiles to 5-phenylpyrimidin-2(1H)-ones and 6-phenyl-1,2,4-triazin-3(2H)-one

被引:3
作者
Egorov, Ilya N. [1 ]
Tseitler, Tatyana A. [1 ]
Zyryanov, Grigory V. [1 ,2 ]
Rusinov, Vladimir L. [1 ]
Chupakhin, Oleg N. [1 ,2 ]
机构
[1] Ural Fed Univ, Dept Organ Chem, Mira St 19, Ekaterinburg 620002, Russia
[2] Russian Acad Sci, Inst Organ Synth, Ural Branch, Ekaterinburg 620041, Russia
关键词
Pyrimidinones; 1,2,4-triazinones; indoles; nucleophilic addition reactions; aza-Friedel-Crafts reactions; FRIEDEL-CRAFTS REACTION; 2-PYRIMIDINONE NUCLEOSIDES; AROMATIC-SUBSTITUTION; BIOLOGICAL-ACTIVITIES; ANTIVIRAL ACTIVITY; IDENTIFICATION; PYRIMIDINE; ANALOGS; PURINE;
D O I
10.3998/ark.5550190.0012.a26
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Addition reactions of C-nucleophiles to the C=N bond of 5-phenyl- and 1-methyl-5-phenylpyrimidin-2(1H)-ones 1a,b and 6-phenyl-1,2,4-triazin-3(2H)-one 2 were investigated. 1a, b and 2 furnished addition products with indoles; 1a also added N-methylpyrrole. Only 2 added thiophene and methyl ketones, and reacted with alkyl halides and acetone forming products resulting both from alkylation and from addition of acetone at positions 2 and 5, respectively.
引用
收藏
页码:323 / 334
页数:12
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