Synthesis of 1,3,5-triazines via Cu(OAc)2-catalyzed aerobic oxidative coupling of alcohols and amidine hydrochlorides

Qing You; Fei Wang; Chaoting Wu; Tianchao Shi; Dewen Min; Huajun Chen; Wu Zhang

doi:10.1039/C5OB00724K

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Synthesis of 1,3,5-triazines via Cu(OAc)₂-catalyzed aerobic oxidative coupling of alcohols and amidine hydrochlorides†

Qing You,^a Fei Wang,^a Chaoting Wu,^a Tianchao Shi,^a Dewen Min,^a Huajun Chen^a and Wu Zhang*^a

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* Corresponding authors

^a Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, People's Republic of China
E-mail: zhangwu@mail.ahnu.edu.cn
Fax: +86-553-3869310
Tel: +86-553-3883513

Abstract

Cu(OAc)₂ was found to be an efficient catalyst for dehydrogenative synthesis of 1,3,5-triazine derivatives via oxidative coupling reaction of amidine hydrochlorides and alcohols in air. Both aromatic and aliphatic alcohols can be involved in the reaction and thirty-three products were obtained with good to excellent yields. Moreover, the use of a ligand, strong base and organic oxidant is unnecessary.

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Article information

DOI: https://doi.org/10.1039/C5OB00724K
Article type: Paper
Submitted: 10 Apr 2015
Accepted: 06 May 2015
First published: 07 May 2015

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Org. Biomol. Chem., 2015,13, 6723-6727

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Synthesis of 1,3,5-triazines via Cu(OAc)₂-catalyzed aerobic oxidative coupling of alcohols and amidine hydrochlorides

Q. You, F. Wang, C. Wu, T. Shi, D. Min, H. Chen and W. Zhang, Org. Biomol. Chem., 2015, 13, 6723 DOI: 10.1039/C5OB00724K

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Organic & Biomolecular Chemistry