Reusable ionic liquid-catalyzed oxidative coupling of azoles and benzylic compounds via sp3 C–N bond formation under metal-free conditions

Wenbo Liu; Chenjiang Liu; Yonghong Zhang; Yadong Sun; Ablimit Abdukadera; Bin Wang; He Li; Xuecheng Ma; Zengpeng Zhang

doi:10.1039/C5OB00781J

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Reusable ionic liquid-catalyzed oxidative coupling of azoles and benzylic compounds via sp³ C–N bond formation under metal-free conditions†

Wenbo Liu,^a Chenjiang Liu,*^a Yonghong Zhang,^a Yadong Sun,^a Ablimit Abdukadera,^a Bin Wang,^a He Li,^a Xuecheng Ma^a and Zengpeng Zhang^a

Author affiliations

* Corresponding authors

^a The Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, School of Chemistry and Chemical Engineering, Physics and Chemistry Detecting Center, Xinjiang University, Urumqi 830046, P. R. of China
E-mail: pxylcj@126.com

Abstract

The heterocyclic ionic liquid-catalyzed direct oxidative amination of benzylic sp³ C–H bonds via intermolecular sp³ C–N bond formation for the synthesis of N-alkylated azoles under metal-free conditions is reported for the first time. The catalyst 1-butylpyridinium iodide can be recycled and reused with similar efficacies for at least eight cycles.

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Article information

DOI: https://doi.org/10.1039/C5OB00781J
Article type: Communication
Submitted: 19 Apr 2015
Accepted: 28 May 2015
First published: 02 Jun 2015

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Org. Biomol. Chem., 2015,13, 7154-7158

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Reusable ionic liquid-catalyzed oxidative coupling of azoles and benzylic compounds via sp³ C–N bond formation under metal-free conditions

W. Liu, C. Liu, Y. Zhang, Y. Sun, A. Abdukadera, B. Wang, H. Li, X. Ma and Z. Zhang, Org. Biomol. Chem., 2015, 13, 7154 DOI: 10.1039/C5OB00781J

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Organic & Biomolecular Chemistry