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

doi:10.6023/cjoc201708002

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

Articles

N-叔丁氧羰基吲哚啉-2-羧酸甲酯的不对称合成

张倩倩^a, 丁群山^a, 宋传君^a, 常俊标^a,b

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 E-mail:chjsong@zzu.edu.cn;changjunbiao@zzu.edu.cn
基金资助:
国家自然科学基金（Nos.81330075，21172202）资助项目.

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

Zhang Qianqian^a, Ding Qunshan^a, Song Chuanjun^a, Chang Junbiao^a,b

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 E-mail:chjsong@zzu.edu.cn;changjunbiao@zzu.edu.cn
Supported by:
Project supported by the Natural Science Foundation of China (Nos. 81330075, 21172202).

1. Asymmetric Synthesis of Methyl N-(tert-Butoxycarbonyl)indoline-2-carboxylates.PDF(1957KB)

Abstract

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

Cite this article

Zhang Qianqian, Ding Qunshan, Song Chuanjun, Chang Junbiao. Asymmetric Synthesis of Methyl N-(tert-Butoxycarbonyl)indoline-2-carboxylates[J]. Chin. J. Org. Chem., 2018, 38(1): 221-227.

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N-叔丁氧羰基吲哚啉-2-羧酸甲酯的不对称合成

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

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