A Novel, One-Pot, Efficient Synthesis of 2-Aroyl-1,4-diaryl-7,9-dimethyl-7,9-diazaspiro[4.5]deca-1,3-diene-6,8,10-triones

被引:21
作者
Adib, Mehdi [1 ]
Sayahi, Mohammad Hosein [1 ]
Ziyadi, Hakimeh [1 ]
Zhu, Long-Guan [2 ]
Bijanzadeh, Hamid Reza [3 ]
机构
[1] Univ Tehran, Univ Coll Sci, Sch Chem, Tehran, Iran
[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
[3] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
来源
SYNTHESIS-STUTTGART | 2008年 / 20卷 / 20期
关键词
spiro compounds; cyclopentadienes; cyclizations; aldehydes; alkynes; heterocycles;
D O I
10.1055/s-0028-1083157
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient synthesis of 2-aroyl-1,4-diaryl-7,9-dimethyl-7,9-diazaspiro[4.5]deca-1,3-diene-6,8,10-triones is described. The reactive 1:1 zwitterionic intermediate, formed by the addition of triphenylphosphine to diaroylacetylenes, was trapped by a Knoevenagel condensation product prepared in situ by reaction of N,N-dimethylbarbituric acid and aromatic aldehydes, to afford the title compounds in excellent yields under mild reaction conditions.
引用
收藏
页码:3289 / 3294
页数:6
相关论文
共 54 条
[51]  
2-Y
[52]  
ZAIR T, 1993, TETRAHEDRON, V49, P3313
[53]  
ZBIRAL E, 1974, SYNTHESIS-STUTTGART, P775
[54]   A controllable synthesis of homoallyl ketones and multiply substituted Cyclopentadienes by direct insertion of aroyl cyanides to zirconacyclopentenes [J].
Zhou, SL ;
Yan, B ;
Liu, YH .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10) :4006-4012