ArticleAngewandte Chemie (International ed. in English)2025
Photochemical Conversion of Indazoles into Benzimidazoles.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Pyridine C─N Transposition via Cycloaddition-Cycloreversion.Angewandte Chemie (International ed. in English) · 2026Article
- A photochemical strategy for pyrazole to imidazole conversion.Chemical science · 2026Article
- Photoinduced H-Bonding EDA complex-enabled skeletal editing of furans to pyridazines.Nature communications · 2026Article
- Synthesis of benzimidazoles fromRSC advances · 2025Article
- Photochemical permutation of meta-substituted phenols.Nature communications · 2025Article
- Photochemical Conversion of Indazoles into Benzimidazoles.Angewandte Chemie (International ed. in English) · 2025Article
- Skeletal Editing Strategies Driven by Total Synthesis.Accounts of chemical research · 2025Article
- Article
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Authors and funding
6 authors.
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Abstract
Fragment-based drug discovery relies on preparing diverse libraries of advanced building blocks, often incorporating heteroaromatic motifs. Altering the core of heteroaromatics to maximize library diversity typically requires de novo synthesis of each system. This can be often challenging when specific substitution patterns are needed. Here, we introduce a photochemical strategy for the direct permutation of 1H- and 2H-indazoles into benzimidazoles. This transformation exploits the distinct photochemical properties of these heteroaromatics and proceeds under mild conditions. Through systematic experimental and computational studies, we have elucidated a two-step mechanism involving excited-state tautomerization of 1H-indazoles, followed by photochemical rearrangement of the resulting 2H-isomers. This approach demonstrates broad substrate scope, high yields, and compatibility with a variety of functional groups. This method can expand the structural diversity of heterocycle-based libraries through the concept of chemical permutation for heteroaromatic interconversion.
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Registered trials
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