Zn-Catalyzed Beckmann Rearrangement Reaction

doi:10.6023/cjoc201708018

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (2): 457-463.DOI: 10.6023/cjoc201708018 Previous Articles Next Articles

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锌催化的贝克曼重排反应

孙超, 姚武冰, 张斌, 黄相韵, 虞姜姜

台州学院化学系台州 318000

收稿日期:2017-08-09 修回日期:2017-09-03 发布日期:2017-10-20
通讯作者: 姚武冰, 张斌 E-mail:icyyw2010@yeah.net;18767191649@163.com
基金资助:
浙江省一流学科（化学工程与工艺）和国家级大学生创新创业训练计划（No.201710350018）资助项目.

Zn-Catalyzed Beckmann Rearrangement Reaction

Sun Chao, Yao Wubing, Zhang Bin, Huang Xiangyun, Yu Jiangjiang

Department of Chemistry, Taizhou University, Taizhou 318000

Received:2017-08-09 Revised:2017-09-03 Published:2017-10-20
Contact: 10.6023/cjoc201708018 E-mail:icyyw2010@yeah.net;18767191649@163.com
Supported by:
Project supported by the First Class Discipline of Zhejiang Province (Chemical Engineering and Technology) and the National Undergraduate Training Programs for Innovation and Entrepreneurship (No. 201710350018).

1. Zn-Catalyzed Beckmann Rearrangement Reaction.PDF(1410KB)

Abstract

The Beckmann rearrangement reactions generally require strong acids, and always suffer from harsh conditions and serious environmental pollutions which go against the principle of green chemistry. Base on the green zinc catalyst, highly efficient catalytic reaction of ketoxime by Beckmann rearrangement was developed. The acid-additives-free reactions proceed under mild conditions, and show broad functional-group compatibility. Moreover, through this highly active and available zinc catalyst, the Beckmann rearrangement reaction is further extended to a one-pot protocol using ketone and hydroxylamine hydrochloride as reactive materials. Featuring high atom-economy and broad substrate scopes, this novel method provided an attractive route for the Beckmann rearrangement reactions.

Key words: Beckmann rearrangement, zinc-catalysis, oxime, ketone, amide

Cite this article

Sun Chao, Yao Wubing, Zhang Bin, Huang Xiangyun, Yu Jiangjiang. Zn-Catalyzed Beckmann Rearrangement Reaction[J]. Chin. J. Org. Chem., 2018, 38(2): 457-463.

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锌催化的贝克曼重排反应

Zn-Catalyzed Beckmann Rearrangement Reaction

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