有机化学 ›› 2018, Vol. 38 ›› Issue (12): 3242-3249.DOI: 10.6023/cjoc201806039 上一篇    下一篇

研究论文

钌(Ⅱ)-催化芳胺C-H键与炔丙醇的高选择性[3+2]环化反应

白丽丽, 王颖, 王烁今, 孔杜林, 付艳, 彭德乾, 文丽君, 陈训   

  1. 海南医学院药学院 海口 571199
  • 收稿日期:2018-06-25 修回日期:2018-07-23 发布日期:2018-08-23
  • 通讯作者: 彭德乾, 陈训 E-mail:pengdeqian2004@163.com;chenxunchenpei@163.com
  • 基金资助:

    海南省科协青年科技英才学术创新计划(Nos.QCXM201808,QCXM201707)资助项目.

Ruthenium(Ⅱ)-Catalyzed C-H Bond Regioselective[3+2] Annulation of Arylamines with Propargyl Alcohols

Bai Lili, Wang Ying, Wang Shuojin, Kong Dulin, Fu Yan, Peng Deqian, Wen Lijun, Chen Xun   

  1. School of Pharmacy, Hainan Medical University, Haikou 571199
  • Received:2018-06-25 Revised:2018-07-23 Published:2018-08-23
  • Contact: 10.6023/cjoc201806039 E-mail:pengdeqian2004@163.com;chenxunchenpei@163.com
  • Supported by:

    Project supported by the Program of Hainan Association for Science and Technology Plans to Youth R & D Innovation (Nos. QCXM201808, QCXM201707).

报道了一种简便有效的Ru(Ⅱ)-催化芳胺C-H键与炔丙醇的高选择性[3+2]环化反应,能够高效构建含有羟基功能基的吲哚骨架结构,为进一步衍生更加复杂有用的药物分子提供简便的合成渠道.同时研究了该反应的动力学同位素效应,实验结果表明C-H键活化可能属于整个反应历程的决速步骤.

关键词: 钌(Ⅱ), C-H键, 高选择性, 环化反应

A simple and efficient ruthenium(Ⅱ)-catalyzed C-H bond regioselective[3+2] annulation of arylamines with propargyl alcohols has been reported. This protocol provides a facile approach to hydroxy-containing indole skeleton, which could be employed for constructing more complex and useful pharmaceutical molecules. Meantime, the kinetic isotope effect was further investigated and the results indicated that the C-H bond-breaking was possibly involved in the rate-limiting step of this transformation.

Key words: ruthenium(Ⅱ), C-H bond, regioselective, annulation reaction