有机化学 ›› 2014, Vol. 34 ›› Issue (11): 2249-2254.DOI: 10.6023/cjoc201408025 上一篇    下一篇

研究论文

铁催化的N-芳基四氢异喹啉α-sp3-C—H键在空气中的氧化磷酸化

张艳, 罗莎, 冯柏年   

  1. 江南大学药学院 无锡 214122
  • 收稿日期:2014-08-21 修回日期:2014-09-28 出版日期:2014-11-25 发布日期:2014-10-09
  • 通讯作者: 冯柏年,fengbainian@jiangnan.edu.cn E-mail:fengbainian@jiangnan.edu.cn
  • 基金资助:

    国家自然科学基金(No.21302067)和江苏省自然科学基金(No.BK20130120)资助项目.

Iron-Catalyzed Oxidative Phosphonation of α-sp3-C—H Bonds of N-Aryl Tetrahydroisoquinolines with Air as Oxidant

Zhang Yan, Luo Sha, Feng Bainian   

  1. School of Pharmaceutical Science, Jiangnan University, Wuxi 214122
  • Received:2014-08-21 Revised:2014-09-28 Online:2014-11-25 Published:2014-10-09
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21302067) and the National Natural Science Foundation of Jiangsu Province (No.BK20130120).

以FeCl3作为催化剂, 空气作为氧化剂, 在温和的条件下实现了叔胺氮的邻位碳原子上sp3-C—H键与亚磷酸二烷基酯、二芳基磷氧化合物的H—P键的交叉脱氢偶联. 安全、方便、环境友好、高效地合成了一系列具有重要生物活性α-氨基磷酸酯化合物.

关键词: sp3-C—H活化, 氧化偶联, 氧化磷酸化, 铁催化

An efficient cross-dehydrogenative-coupling (CDC) between sp3-C—H bond adjacent to a nitrogen atom of tertiary amine and H—P bonds of dialkyl phosphites and diaryl phosphate was developed using FeCl3 as catalyst and air as oxidant under mild reaction conditions. The safe, convenient, environmental and efficiently benign to synthesize a series of biologically important α-aminophosphonates.

Key words: sp3-C—H activation, cross-dehydrogenative coupling, oxidative phosphonation, iron catalyst