Synthesis of 2,2-difunctionalized 2H-azirines via I2-mediated annulation of enamines

Qing Lu; Yanmin He; Junbiao Chang; Wenquan Yu

doi:10.1039/D4OB00156G

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Synthesis of 2,2-difunctionalized 2H-azirines via I₂-mediated annulation of enamines†

Qing Lu,^a Yanmin He,^a Junbiao Chang*^a and Wenquan Yu

*^a

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* Corresponding authors

^a College of Chemistry, Pingyuan Laboratory, State Key Laboratory of Antiviral Drugs, Zhengzhou University, Zhengzhou 450001, China
E-mail: wenquan_yu@zzu.edu.cn, changjunbiao@zzu.edu.cn

Abstract

Various 2,2-difunctionalized 2H-azirines were synthesized via I₂-mediated annulation reactions of readily accessible enamines in the presence of nitrogen or non-nitrogen nucleophiles. The features of the present synthesis process also include no use of transition metals, simple operation, mild reaction conditions, a broad substrate scope, and gram-scale synthesis.

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Article information

DOI: https://doi.org/10.1039/D4OB00156G
Article type: Paper
Submitted: 30 Jan 2024
Accepted: 20 Feb 2024
First published: 20 Feb 2024

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Org. Biomol. Chem., 2024,22, 2292-2299

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Synthesis of 2,2-difunctionalized 2H-azirines via I₂-mediated annulation of enamines

Q. Lu, Y. He, J. Chang and W. Yu, Org. Biomol. Chem., 2024, 22, 2292 DOI: 10.1039/D4OB00156G

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Organic & Biomolecular Chemistry