☆ 4.6 Review

Recent Developments in the Photochemical Synthesis of Functionalized Imidazopyridines

MOLECULES (2022)

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Summary: C-H activation and functionalization have shown promise as a versatile method for bond formations, while imidazopyridine, especially 2-arylImidazo[1,2-a]pyridine, has garnered attention for its coordination with metal catalysts in forming ortho-substituted products. This review summarizes articles on ortho C-H functionalization of 2-arylImidazo[1,2-a]pyridines up to August 2021.

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Ortho C-H Functionalization of 2-Arylimidazo [1,2-a]pyridines

Sumit Ghosh et al.

Summary: C-H activation and functionalization is a promising strategy for synthetic versatility, while the fused bicycle of imidazole with pyridine, 2-arylImidazo[1,2-a]pyridine, has profound impact in medicinal and material chemistry. The N-1 atom in 2-arylImidazo[1,2-a]pyridine facilitates coordination with metal catalysts for ortho-substituted product formation. This review summarizes the research articles on ortho C-H functionalization of 2-arylImidazo[1,2-a]pyridines published until August 2021.

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Organophotoredox-Catalyzed C-H Alkylation of Imidazoheterocycles with Malonates: Total Synthesis of Zolpidem

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Jinwen Tong et al.

Summary: The paper introduces a convenient strategy for the synthesis of C3-alkylated imidazopyridines through one pot condensation and alkylation, yielding moderate to high amounts of the desired compounds. This strategy was further developed to enable the short step synthesis of zolpidem, which typically requires a more complex multistep process.

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Linlin Li et al.

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Visible-light-promoted direct C3-trifluoromethylation and perfluoroalkylation of imidazopyridines

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Summary: An efficient method for direct trifluoromethylation and perfluoroalkylation at C3 of imidazopyridines was developed through visible light-promoted C-H bond functionalization. This reaction proceeded in the absence of any transition-metal catalyst, oxidant and photocatalyst, resulting in moderate to good yields at room temperature.

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Catalyst-free, visible-light-induced direct radical cross-coupling perfluoroalkylation of the imidazo[1,2-a]pyridines with perfluoroalkyl iodides

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