有机化学 ›› 2019, Vol. 39 ›› Issue (7): 1867-1874.DOI: 10.6023/cjoc201901029 上一篇    下一篇

所属专题: 碳氢活化合辑2018-2019

综述与进展

苯丙氨酸衍生物的碳氢键直接官能化反应进展

李小芳, 熊伟康, 丁秋平   

  1. 江西师范大学化学化工学院 功能有机小分子教育部重点实验室 南昌 330022
  • 收稿日期:2019-01-19 修回日期:2019-02-17 发布日期:2019-03-08
  • 通讯作者: 丁秋平 E-mail:dqpjxnu@gmail.com
  • 基金资助:

    国家自然科学基金(No.21662017)资助项目.

Recent Advances in Direct C-H Bond Functionalization of Phenylalanine Derivatives

Li Xiaofang, Xiong Weikang, Ding Qiuping   

  1. College of Chemistry and Chemical Engineering, Jiangxi Normal University, Key Laboratory of Small Functional Organic Molecule, Ministry of Education, Nanchang 330022
  • Received:2019-01-19 Revised:2019-02-17 Published:2019-03-08
  • Contact: 10.6023/cjoc201901029 E-mail:dqpjxnu@gmail.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21662017).

苯丙氨酸衍生物具有显著的生物活性,被广泛应用于药物分子中.主要综述了近年来基于苯丙氨酸衍生物的碳氢键直接官能化反应,有效构建了C—I,C—C[含C(sp2)—C(sp2),C(sp2)—C(sp)和C(sp2)—C(sp3)键],C—N,C—B和C—O键,从而简洁、高效地实现了苯丙氨酸衍生物的邻位碘化及分子内胺化反应,邻位烷基化、芳基化、烯基化、炔基化、酰基化、酰氧基化、胺化和硼化反应,以及间位芳基化和烷基化反应等.

关键词: 苯丙氨酸, C-H键官能化, 烷基化, 烯基化, 芳基化

Phenylalanine derivatives are widely found in a broad range of pharmaceutical molecules and exhibit significant biological activity. Direct C-H bond functionalization of phenylalanine derivatives to offer an efficient approach to construct C-I, C(sp2)-C(sp2), C(sp2)-C(sp), C(sp2)-C(sp3), C-N, C-B and C-O bonds is described. The transformation involves ortho-C-H bond iodination and the following intramolecular amination, ortho-alkylation, ortho-arylation, ortho-alkenylation, ortho-alkynylation, ortho-acylation, ortho-acetoxylation, ortho-amination, ortho-boronation, meta-arylation and meta-alky-lation.

Key words: phenylalanine, C-H functionalization, alkylation, alkenylation, arylation