Matsubara Ryosuke, Eguchi Shuhei, Ando Akihiro, Hayashi Masahiko
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan.
Org Biomol Chem. 2017 Mar 1;15(9):1965-1969. doi: 10.1039/c7ob00181a.
A rare carbon-carbon-bond forming reaction on a furoxan ring has been developed. The nucleophilic aromatic substitution (SAr) 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.
一种在呋咱环上形成碳 - 碳键的罕见反应已被开发出来。4 - 硝基呋咱与炔基锂的亲核芳香取代（SAr）反应以高产率进行，这使得两种炔基呋咱区域异构体首次实现了实际合成。由于炔基官能团的多功能性，所得产物中碳 - 碳三键的各种衍生化反应成为可能。因此，这种开发的方法是一种合成多种碳取代呋咱的汇聚方法。
