AgNO2-mediated direct nitration of the quinoxaline tertiary benzylic C–H bond and direct conversion of 2-methyl quinoxalines into related nitriles

Degui Wu; Jian Zhang; Jianhai Cui; Wei Zhang; Yunkui Liu

doi:10.1039/C4CC01327A

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AgNO₂-mediated direct nitration of the quinoxaline tertiary benzylic C–H bond and direct conversion of 2-methyl quinoxalines into related nitriles†

Degui Wu,^a Jian Zhang,^a Jianhai Cui,^a Wei Zhang^a and Yunkui Liu*^a

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* Corresponding authors

^a State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, P. R. China
E-mail: ykuiliu@zjut.edu.cn
Fax: +86 571 8832 0066
Tel: +86 571 88871534

Abstract

A unique method for AgNO₂-mediated direct nitration of the quinoxaline tertiary C–H bond and direct conversion of 2-methyl quinoxalines into 2-quinoxaline nitriles under oxidative conditions has been developed. This protocol provides an efficient way to access quinoxaline containing nitroalkanes and nitriles depending on different substrate selection.

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Article information

DOI: https://doi.org/10.1039/C4CC01327A
Article type: Communication
Submitted: 20 Feb 2014
Accepted: 21 Jul 2014
First published: 25 Jul 2014

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Chem. Commun., 2014,50, 10857-10860

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AgNO₂-mediated direct nitration of the quinoxaline tertiary benzylic C–H bond and direct conversion of 2-methyl quinoxalines into related nitriles

D. Wu, J. Zhang, J. Cui, W. Zhang and Y. Liu, Chem. Commun., 2014, 50, 10857 DOI: 10.1039/C4CC01327A

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Chemical Communications