ZnCl₂-Catalyzed [3 + 2] Cycloaddition of Benzimidates and 2H-Azirines for the Synthesis of Imidazoles

Shoujie Shi, Kang Xu, Cheng Jiang, Zhenhua Ding*

*Jiangsu Key Laboratory of Drug Design and Optimization, Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing 210009, China, Email: zhdingcpu.edu.cn

S. Shi, K. Xu, C. Jiang, Z. Ding, J. Org. Chem., 2018, 83, 14791-14796.

DOI: 10.1021/acs.joc.8b02437

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Abstract

A ZnCl₂-catalyzed [3 + 2] cycloaddition reaction of benzimidates and 2H-azirines provides multisubstituted imidazoles in good yields under mild reaction conditions. This transformation exhibits high functional group tolerance.

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proposed mechanism

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Key Words

imidazoles

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ID: J42-Y2018