An efficient protocol for the synthesis of 2,3,5-trisubstituted imidazole derivatives

Journal of Lanzhou University of Technology ›› 2025, Vol. 51 ›› Issue (1): 66-71.

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An efficient protocol for the synthesis of 2,3,5-trisubstituted imidazole derivatives

YANG Zheng^1,2,3, CONG Xing-shun³, CHEN Yi-wu¹, ZHANG Gang^1,2, XIE Heng-shen¹

1. School of Architectural Intelligence, Jiangsu Vocational Institute of Architectural Technology, Xuzhou 221116, China;
2. Jiangsu Collaborative Innovation Center for Building Energy Saving and Construct Technology, Xuzhou 221116, China;
3. College of Chemistry, Chemical Engineering and Materials Science, Zaozhuang University, Zaozhuang 277160, China

Received:2023-03-01 Online:2025-02-28 Published:2025-03-03

Abstract

Abstract: By using arylglyoxal monohydrate, aromatic amidine, and acetic anhydride as starting materials, a series of 2,3,5-trisubstituted imidazole derivatives were synthesized via intramolecular cyclization/intermolecular electrophilic addition reaction in acetic acid solvent at 80 ℃. The optimized yields ranged from 63% to 82%. The structures of all products were confirmed by ¹H NMR, IR, and HRMS.Additionally, the structure of compound 4c was also confirmed by X-ray single crystal diffraction.

Key words: arylglyoxal monohydrate, aromatic amidine, imidazole

CLC Number:

O626

YANG Zheng, CONG Xing-shun, CHEN Yi-wu, ZHANG Gang, XIE Heng-shen. An efficient protocol for the synthesis of 2,3,5-trisubstituted imidazole derivatives[J]. Journal of Lanzhou University of Technology, 2025, 51(1): 66-71.

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An efficient protocol for the synthesis of 2,3,5-trisubstituted imidazole derivatives

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