催化学报 ›› 2013, Vol. 34 ›› Issue (9): 1651-1655.DOI: 10.1016/S1872-2067(12)60623-8

• 研究论文 • 上一篇    下一篇

水相中底物促进的铜催化氨基醇N-芳基化反应

金明, 赵丹, 何国珍, 童耀, 韩世清   

  1. 南京工业大学生物与制药工程学院, 江苏南京 211816
  • 收稿日期:2013-05-03 修回日期:2013-05-15 出版日期:2013-09-16 发布日期:2013-08-28
  • 通讯作者: 韩世清
  • 基金资助:

    国家自然科学基金(20942006, 21072095); 国家高技术研究发展计划(863计划, 2011AA02A209); 长江学者和创新团队发展计划(IRT1066).

Substrate-promoted copper-catalyzed N-arylation of amino alcohols with aryl iodides in water

Ming Jin, Dan Zhao, Guozhen He, Yao Tong, Shiqing Han   

  1. College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing 211816, Jiangsu, China
  • Received:2013-05-03 Revised:2013-05-15 Online:2013-09-16 Published:2013-08-28
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (20942006 and 21072095), the National High Technology Research and Development Program of China (863 Program, 2011AA02A209), and the Program for Changjiang Scholars and Innovative Research Team in University (IRT1066).

摘要:

在水相体系中, 利用铜催化一系列氨基醇类底物(1.2 mmol)与碘代芳烃(1.0 mmol)进行N-芳基化反应. 由于氨基醇具有双齿配位及相转移催化能力, 该反应利用氨基醇类底物自身的促进作用, 在不使用外加配体与相转移催化剂的温和条件下以高收率获得了氨基醇N-芳基化产物(64%-93%).

关键词: 氨基醇, 水相, 铜催化, N-芳基化反应, 底物促进

Abstract:

An efficient method has been developed for the N-arylation of a variety of water-soluble amino alcohols (1.2 mmol) with aryl iodides (1.0 mmol) in water under CuI-catalyzed conditions. The reaction was conducted via substrate-promoted action and did not require an additional ligand or phase-transfer catalyst, and afforded the desired N-aryl amines in acceptable to excellent yields (64%-93%) under mild reaction conditions with a small excess of the amino alcohol.

Key words: Amino alcohol, Aqueous phase, Copper catalyst, N-Arylation reaction, Substrate promotion