A new and efficient synthesis of highly functionalized (triphenylphosphoranylidene)cyclopentadienes with zwitterionic resonance structures

被引:11
作者
Alizadeh, A [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
D O I
10.1002/hlca.200590012
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Different esters of 2-aryl-4-hydroxy-3-nitro-5-(triphenylphosphoranylidene)cyclopenta-1,3-diene-1-carboxylates 1 were prepared in excellent yields from the 1:1:1 reaction between Ph3P, dialkyl acetylenedicarboxylates 2, and (substituted) 2-(nitroethenyl)benzenes 3 (Scheme 1). The structures of the highly functionalized compounds 1 were corroborated spectroscopically (IR, H-1-, C-13-, P-31-NMR, EI-MS) and by elemental analyses. A plausible mechanism for this type of cyclization is proposed (Scheme 2).
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页码:304 / 308
页数:5
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