有机化学 ›› 2015, Vol. 35 ›› Issue (6): 1348-1352.DOI: 10.6023/cjoc201412035 上一篇    下一篇

研究简报

空气条件下亚甲基桥连1,3-二羰基化合物的合成

郭生梅, 龚久涵, 卢林, 朱正, 蔡琥   

  1. 南昌大学化学学院 南昌 330031
  • 收稿日期:2014-12-20 修回日期:2015-02-02 发布日期:2015-02-10
  • 通讯作者: 蔡琥 E-mail:caihu@ncu.edu.cn
  • 基金资助:

    国家重点基础研究发展计划(973计划, No. 2012CBA01204)和国家自然科学基金(No. 21302084)资助项目.

Synthesis of Methylene-Bridged Bis-1,3-dicarbonyl Compounds under Aerobic Condition

Guo Shengmei, Gong Jiuhan, Lu Lin, Zhu Zheng, Cai Hu   

  1. College of Chemistry, Nanchang University, Nanchang 330031
  • Received:2014-12-20 Revised:2015-02-02 Published:2015-02-10
  • Supported by:

    Project supported by the National Key Basic Research Program of MOST of China (973 Program, No. 2012CBA01204) and the National Natural Science Foundation of China (No. 21302084).

以空气为氧化剂, 通过三级胺的C—N键的断裂, 成功地合成了亚甲基桥连化合物. 该反应以N,N,N,N-四甲基乙二胺(TMEDA)为亚甲基源, 以碘化亚铜为催化剂, 在温和的条件下实现了亚甲基桥连二羰基化合物的合成. 反应对不同取代基的兼容性较好并以中等到优秀的收率获得相应的产物.

关键词: 空气, 三级胺, C—N键断裂, 亚甲基桥连化合物

A simple route for the preparation of methylene-bridged bis-1,3-dicarbonyl compounds was achived through a cleavage of C—N bond of tertiary amines. In this reaction, tetramethylethylenediamine (TMEDA) was used as the methylene source, and cuprous iodide as catalyst under aerobic condition. The substrates bearing different substituents were tolerated well and afforded the corresponding products with moderate to good yields.

Key words: air, tertiary amines, C—N bond cleavage, methylene-bridged compounds