Issue 15, 2025

Base-mediated synthesis of ring-fluorinated imidazo[1,2-a]pyridines via sequential C–F substitutions

Abstract

Developing innovative approaches for the synthesis of compounds that integrate imidazo[1,2-a]pyridines and fluoro fragments is crucial. Herein, an expedient [3 + 3] annulation method for synthesizing ring-fluorinated imidazo[1,2-a]pyridines via two consecutive C–F substitutions from readily available 1C,3N-dinucleophiles and β-CF3-1,3-enynes is presented. This protocol exhibits several appealing features, including readily available and inexpensive substrates, a broad range of functional groups, step and atom economy, and mild reaction conditions without any transition-metal catalysts.

Graphical abstract: Base-mediated synthesis of ring-fluorinated imidazo[1,2-a]pyridines via sequential C–F substitutions

Supplementary files

Article information

Article type
Communication
Submitted
09 Jan 2025
Accepted
14 Mar 2025
First published
17 Mar 2025

Org. Biomol. Chem., 2025,23, 3553-3557

Base-mediated synthesis of ring-fluorinated imidazo[1,2-a]pyridines via sequential C–F substitutions

Q. Li, T. Du, X. Feng, F. Zhang, W. Wang, Z. Han, Y. Zhu, K. Yan, W. Hao and B. Jiang, Org. Biomol. Chem., 2025, 23, 3553 DOI: 10.1039/D5OB00035A

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