基于丙二烯内型环化构建氮杂环。
Construction of azacycles based on endo-mode cyclization of allenes.
作者信息
Mukai Chisato, Kobayashi Minoru, Kubota Shoko, Takahashi Yukie, Kitagaki Shinji
机构信息
Faculty of Pharmaceutical Sciences, Kanazawa University, Takara-machi 13-1, Kanazawa 920-0934, Japan.
出版信息
J Org Chem. 2004 Mar 19;69(6):2128-36. doi: 10.1021/jo035729f.
A new procedure for constructing monocyclic five- and six-membered azacycles by the endo-mode ring-closing reaction of allenylazido derivatives under neutral conditions has been developed. The azabicyclo[m.n.0] compounds were prepared by applying this newly developed procedure. The seven-membered azacycle was prepared when the allene possessing an unsubstituted carboxyl amido functionality was submitted to the basic conditions. In addition, indole and quinoline skeletons were synthesized using this procedure.
已开发出一种新方法，即在中性条件下通过烯丙基叠氮衍生物的内型闭环反应构建单环五元及六元氮杂环。通过应用这种新开发的方法制备了氮杂双环[m.n.0]化合物。当具有未取代羧基酰胺官能团的丙二烯在碱性条件下反应时，制备出了七元氮杂环。此外，还使用该方法合成了吲哚和喹啉骨架。
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