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通过醛基插入/芳构化策略实现色烯并[2,3 - b]吲哚骨架的实用合成

Practical Synthesis of Chromeno[2,3-b]indole Skeleton via an Aldehyde Group Insertion/Aromatization Strategy.

作者信息

Liu Jianming, Liu Na, Yue Yuanyuan, Wang Yanyan, Chen Kaige, Zhang Jia, Zhao Shufang, Zhuo Kelei

机构信息

Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Key Laboratory of Boron Chemistry and Advanced Energy Materials, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P. R. China.

出版信息

Chem Asian J. 2017 Feb 16;12(4):401-404. doi: 10.1002/asia.201601681. Epub 2017 Jan 23.

Abstract

The synthesis of chromeno[2,3-b]indole from simple starting materials remains a demanding process. Herein, 2-bromoindole undergoes nucleophilic attack from salicylaldehyde, followed by intramolecular insertion of an aldehyde group and aromatization to generate the desired chromeno[2,3-b]indoles. Moreover, various functional groups were tolerated and a gram-scale synthesis of the product could be achieved under the optimized condition.

摘要

由简单起始原料合成色烯并[2,3 - b]吲哚仍然是一个具有挑战性的过程。在此,2 - 溴吲哚受到水杨醛的亲核进攻,随后醛基进行分子内插入和芳构化反应,生成所需的色烯并[2,3 - b]吲哚。此外,各种官能团都能耐受,并且在优化条件下可以实现该产物的克级规模合成。

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