Synthesis of alkyl 2-(2-oxo-1,2-dihydronaphtho[2,1-b]thiophen-1-yl)-2-(1,1,1-triphenyl-λ5-phosphanylidene)acetates from triphenylphosphine, acetylenic esters, and 2-naphthalenethiol

被引:4
|
作者
Amini, Issa [2 ]
Ramazani, Ali [1 ]
Ahankar, Hamideh [3 ]
机构
[1] Zanjan Univ, Dept Chem, Zanjan, Iran
[2] Payam Noor Univ Abhar, Dept Chem, Abhar, Iran
[3] Islamic Azad Univ, Dept Chem, Abhar Branch, Abhar, Iran
关键词
2-naphthalenethiol; acetylenic esters; Michael addition; phosphorus ylide; vinyltriphenylphosphonium salt;
D O I
10.1080/10426500701839825
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A one-pot synthesis of alkyl 2-(2-oxo-1,2-dihydronaphtho[2,1-b]thiophen-1-yl)-2-(1,1,1-triphenyl-lambda(5) -phosphanylidene)acetates in fairly high yields by the reaction of 2-naphthalenethiol, dialkyl acetylenedicarboxylates and triphenylphosphine is reported. The formulas of these compounds were confirmed by IR, H-1,P-31, and C-13 NMR spectroscopy. The NMR spectra indicated that solutions of the phosphorus ylides (CDCl3 as solvent) contain two rotamers (E and Z). The relative percentages of rotamers in CDCl3 for each phosphorus ylide were determined from the P-31 NMR spectra.
引用
收藏
页码:1994 / 1999
页数:6
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