A novel nickel-catalyzed practical and simple synthesis of thioesters from amides and disulfides has been developed. Diverse substituted aromatic amides are capable of coupling with diaryl or dialkyl disulfides via C−N/S−S cleavage to produce the...
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B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones
European Journal of Organic Chemistry, März 2024, DOI. Login für Volltextzugriff.
Von Wiley-VCH zur Verfügung gestellt
Fluorinated triarylboranes are employed as a metal free and sustainable catalysts for alkylation of 2-phenylimidazo[1,2-a]pyridines with α,β-unsaturated ketones.
Abstract
Fluorinated triarylboranes have shown a breadth of reactivity as catalysts for organic transformations, particularly in carbon-carbon bond forming reactions. Herein we report a facile, metal-free synthetic route for the addition of 2-phenylimidazo[1,2-a]pyridines to α,β-unsaturated ketones using B(C6F5)3 as a metal-free catalyst. 25 examples of reactions leading to products in up to 97 % yield are reported. DFT studies show the role of B(C6F5)3 and hydrogen shuttling in the mechanism of this Michael alkylation.
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