Kuroda Norikazu, Takahashi Yukie, Yoshinaga Kazuo, Mukai Chisato
Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Org Lett. 2006 Apr 27;8(9):1843-5. doi: 10.1021/ol060418n.
[reaction: see text] A novel and efficient procedure for the generation of the reactive indole-2,3-quinodimethane intermediates from the allenylanilines is described. The indole-2,3-quinodimethane intermediates were captured by several dienophiles to afford the corresponding tetrahydro- and dihydrocarbazole derivatives. This method is significantly different from the previously reported ones, which involve the 1,4-elimination or its related reactions of the indole derivatives that possess suitable substituents at both the C-2 and C-3 positions.
[反应：见正文] 描述了一种从烯丙基苯胺生成反应性吲哚 - 2,3 - 醌二亚甲基中间体的新颖且高效的方法。吲哚 - 2,3 - 醌二亚甲基中间体被几种亲双烯体捕获，得到相应的四氢和二氢咔唑衍生物。该方法与先前报道的方法有显著不同，先前的方法涉及在C - 2和C - 3位置都具有合适取代基的吲哚衍生物的1,4 - 消除或其相关反应。
