Stynthesis of alkynyl furoxans. Rare carbon-carbon bond forming reaction on a furoxan ring
Stynthesis of alkynyl furoxans. Rare carbon-carbon bond forming reaction on a furoxan ring
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炔基呋喃酮的合成。
DOI：
10.1039/c7ob00181a
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发表时间：
2017
期刊：
影响因子：
--
通讯作者：
M
中科院分区：
文献类型：
--
作者：
Matsubara;R.; Eguchi;S.; Ando;A.; Hayashi;M
呋喃环上一种罕见的碳-碳键形成反应已被开发出来。 4-硝基呋喃酮与炔基锂的亲核芳香取代（SNAr）反应以高收率进行，这使得两种炔基呋喃酮区域异构体的首次实际合成成为可能。由于炔烃官能团的多功能性，所提供的产品中碳-碳三键的各种衍生化是可能的。因此，这种开发的方法是一种针对广谱碳取代呋喃酮的收敛方法。
A rare carbon–carbon-bond forming reaction on a furoxan ring has been developed. The nucleophilic aromatic substitution (SNAr) reaction of 4-nitrofuroxans with alkynyl lithium proceeded with high yields, which enabled the first practical synthesis of both alkynyl furoxan regioisomers. Due to the versatility of the alkyne functional group, various derivatizations of the carbon–carbon triple bond in the afforded products were possible. Thus, this developed method is a convergent approach to a wide spectrum of carbon-substituted furoxans.