Photoredox-catalysed radical difluoromethylation/cyclization of N -acryloyl-2-arylbenzimidazole to access CF 2 H-substituted benzimidazo[2,1- a ]isoquinolin-6(5 H )-ones
An efficient visible-light-promoted cascade difluoromethylation/cyclization reaction to access various CF H-substituted benzimidazo[2,1- ]isoquinolin-6(5 )-ones was developed using difluoromethyltriphenylphosphonium bromide salt as the precursor of the -CF H group under mild conditions. This protoco...
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Veröffentlicht in: | Organic & biomolecular chemistry 2024-11, Vol.22 (45), p.8904-8915 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | An efficient visible-light-promoted cascade difluoromethylation/cyclization reaction to access various CF
H-substituted benzimidazo[2,1-
]isoquinolin-6(5
)-ones was developed using difluoromethyltriphenylphosphonium bromide salt as the precursor of the -CF
H group under mild conditions. This protocol utilized an easily accessible and inexpensive organophotocatalyst, offering the benefits of a broad substrate scope, good functional group tolerance, and good to excellent yields, in addition to a simple operational procedure. Furthermore, the reaction mechanism was subjected to investigation, and it was demonstrated that a radical pathway constitutes a single electron transfer (SET) procedure. |
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ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d4ob01413h |