有机化学 ›› 2024, Vol. 44 ›› Issue (11): 3490-3496.DOI: 10.6023/cjoc202404007 上一篇    下一篇

研究论文

双(三氟甲磺酰亚胺)钙催化1-取代氨基-2-芳基乙烯基1H-吲哚-1-羧酸酯的合成

张育莹a, 宋庆燕a, 李月容a, 郑怀基a,*(), 魏邦国b   

  1. a 西北农林科技大学化学与药学院 陕西杨凌 712100
    b 复旦大学药学院 上海 201203
  • 收稿日期:2024-04-06 修回日期:2024-05-20 发布日期:2024-06-07
  • 基金资助:
    国家自然科学基金(21772156)

Calcium Trifluoromethanesulfonimide Catalyzed Synthesis of 1-Substituted-amino-2-arylvinyl 1H-Indole-1-carboxylates

Yuying Zhanga, Qingyan Songa, Yuerong Lia, Huaiji Zhenga,*(), Bangguo Weib   

  1. a College of chemistry &Pharmacy, Northwest Agriculture & Forestry University, Yangling, Shannxi 712100
    b School of Pharmacy, Fudan University, Shanghai 201203
  • Received:2024-04-06 Revised:2024-05-20 Published:2024-06-07
  • Contact: *E-mail:hjzheng@nwsuaf.edu.cn
  • Supported by:
    National Natural Science Foundation of China(21772156)

基于双(三氟甲磺酰亚胺)钙[Ca(NTf2)2]催化炔酰胺与1-吲哚甲酸叔丁酯的加成反应, 建立了一种高区域选择性制备1-取代氨基-2-芳基乙烯基1H-吲哚-1-羧酸酯的合成方法. 经过15个底物的验证, 该方法的收率稳定在52%~87%之间, 区域选择性高.

关键词: 双(三氟甲磺酰亚胺)钙, 炔酰胺, 吲哚, 1H-吲哚-1-羧酸酯, 区域选择性

An efficient approach to access 1-substituted-amino-2-arylvinyl 1H-indole-1-carboxylates was achieved through calcium trifluoromethanesulfonimide [Ca(NTf2)2] catalyzed addition process of ynamides with tert-butyl 1-indolecarboxylate. After verification with 15 substrates, the yields of this method were stable between 52% and 87%, and regioselectivities were excellent.

Key words: calcium trifluoromethanesulfonimide, ynamide, indole, 1H-indole-1-carboxylate, regioselectivity