Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (1): 221-227.DOI: 10.6023/cjoc201708002 Previous Articles     Next Articles



张倩倩a, 丁群山a, 宋传君a, 常俊标a,b   

  1. a 郑州大学化学与分子工程学院 郑州 450001;
    b 新药创制与药物安全性评价河南省协同创新中心 郑州 450001
  • 收稿日期:2017-08-01 修回日期:2017-08-31 发布日期:2017-09-08
  • 通讯作者: 宋传君, 常俊标;
  • 基金资助:


Asymmetric Synthesis of Methyl N-(tert-Butoxycarbonyl)indoline-2-carboxylates

Zhang Qianqiana, Ding Qunshana, Song Chuanjuna, Chang Junbiaoa,b   

  1. a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001;
    b Collaborative Innovation Centre of New Drug Research and Safety Evaluation of Henan Province, Zhengzhou 450001
  • Received:2017-08-01 Revised:2017-08-31 Published:2017-09-08
  • Contact: 10.6023/cjoc201708002;
  • Supported by:

    Project supported by the Natural Science Foundation of China (Nos. 81330075, 21172202).

As a characteristic structural motif of numerous biologically active natural products and new drugs, chiral indoline derivatives have attracted much attention of chemists. Although many methods are available, there is still great need to develop a new, simple and highly efficient asymmetric synthetic method of indoline derivatives. Starting from Williams chiral auxiliary, a variety of methyl (R)-N-(tert-butoxycarbonyl)indoline-2-carboxylates were obtained with high overall yields and enantioselectivity through nucleophilic substitution, intramolecular Buchwald-Hartwig coupling reaction, etc.

Key words: indoline-2-carboxylate, Williams chiral auxiliary, Buchwald-Hartig coupling, asymmetric synthesis