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无氰化铈(III)催化2-氨基吡啶与硝基烯烃通过分子间脱水反应高效合成α-亚氨基腈

Cyanide-Free Ce(III)-Catalyzed Highly Efficient Synthesis of α-Iminonitriles from 2-Aminopyridines and Nitroalkenes via Intermolecular Dehydration Reaction.

作者信息

Chen Zhengwang, Liang Pei, Zheng Jing, Zhou Zhonggao, Wen Xiaowei, Liu Tanggao, Ye Min

机构信息

Key Laboratory of Organo-Pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University, Ganzhou 341000, P. R. China.

Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510640, P. R. China.

出版信息

ACS Omega. 2018 Oct 3;3(10):12520-12529. doi: 10.1021/acsomega.8b02214. eCollection 2018 Oct 31.

DOI:10.1021/acsomega.8b02214
PMID:31457985
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6644690/
Abstract

A direct and rapid method for the synthesis of α-iminonitriles achieved good to excellent yields. A novel intermolecular dehydration reaction between 2-aminopyridines and nitroalkenes is reported via a rare-earth-metal catalyst. The merits of this transformation include cyanide-free protocol, short reaction time, simple operation, water as the only byproduct, commercially available reagents, good functional group tolerance, etc. Moreover, nitroalkenes are demonstrated as a new "CN" source in this transformation.

摘要

一种直接快速合成α-亚氨基腈的方法获得了良好至优异的产率。通过稀土金属催化剂报道了2-氨基吡啶与硝基烯烃之间一种新型的分子间脱水反应。该转化反应的优点包括无氰化物方案、反应时间短、操作简单、唯一的副产物是水、试剂可商购、对官能团耐受性良好等。此外,在该转化反应中,硝基烯烃被证明是一种新的“CN”源。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/b89b08281e28/ao-2018-02214q_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/d0c3d4ef79c8/ao-2018-02214q_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/176f47630caf/ao-2018-02214q_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/203d7ccf99bc/ao-2018-02214q_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/b89b08281e28/ao-2018-02214q_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/d0c3d4ef79c8/ao-2018-02214q_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/176f47630caf/ao-2018-02214q_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/203d7ccf99bc/ao-2018-02214q_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6528/6644690/b89b08281e28/ao-2018-02214q_0001.jpg

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