Metal-free one-pot synthesis of 1,3-diazaheterocyclic compounds via I2-mediated oxidative C–N bond formation

Xianhai Tian; Lina Song; Ertong Li; Qiang Wang; Wenquan Yu; Junbiao Chang

doi:10.1039/C5RA11262A

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Metal-free one-pot synthesis of 1,3-diazaheterocyclic compounds via I₂-mediated oxidative C–N bond formation†

Xianhai Tian,^a Lina Song,^a Ertong Li,^a Qiang Wang,^b Wenquan Yu*^a and Junbiao Chang*^ac

Author affiliations

* Corresponding authors

^a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, Henan Province 450001, P. R. China
E-mail: changjunbiao@zzu.edu.cn, wenquan_yu@zzu.edu.cn

^b High and New Technology Research Center of Henan Academy of Sciences, Zhengzhou, Henan Province 450002, P. R. China

^c Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, Henan Province, P. R. China

Abstract

A one-pot I₂-mediated annulation reaction of substrates containing diamino groups and aldehydes has been developed via oxidative C–N bond formation. This general and environmentally benign synthetic approach provides facile access to a variety of 1,3-diazaheterocyclic compounds, including quinazolinones, benzimidazoles, and cyclic amidines.

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Article information

DOI: https://doi.org/10.1039/C5RA11262A
Article type: Paper
Submitted: 13 Jun 2015
Accepted: 14 Jul 2015
First published: 14 Jul 2015

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RSC Adv., 2015,5, 62194-62201

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Metal-free one-pot synthesis of 1,3-diazaheterocyclic compounds via I₂-mediated oxidative C–N bond formation

X. Tian, L. Song, E. Li, Q. Wang, W. Yu and J. Chang, RSC Adv., 2015, 5, 62194 DOI: 10.1039/C5RA11262A

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