Relay Copper-Catalyzed Synthesis of Imidazo[1,5‑a]pyridine Scaffolds from Phenylalanine and Halohydrocarbon

An efficient and straightforward strategy to synthesize imidazo­[1,5-a]­pyridine compounds from phenylalanine and halohydrocarbon has been successfully developed. The protocol features a relay copper-catalyzed reaction involving intermolecular C–O coupling and intramolecular C–N cyclization, providi...

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Veröffentlicht in:Journal of organic chemistry 2023-12, Vol.88 (24), p.17499-17504
Hauptverfasser: Tang, Jian, Lu, Fengjie, Sun, Yi, Yang, Zhiyu, Zhang, Ensheng, Lv, Jingwei
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient and straightforward strategy to synthesize imidazo­[1,5-a]­pyridine compounds from phenylalanine and halohydrocarbon has been successfully developed. The protocol features a relay copper-catalyzed reaction involving intermolecular C–O coupling and intramolecular C–N cyclization, providing an approach to access a diverse range of imidazo­[1,5-a]­pyridine derivatives with unique aza quaternary carbon centers.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c01585