4.4 Article

Polyoxometalate-Ionic Liquid-Catalyzed Ritter Reaction for Efficient Synthesis of Amides

Journal

SYNLETT
Volume 33, Issue 15, Pages 1515-1518

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1854-9958

Keywords

alcohols; nitrites; amides; ionic liquids; Ritter reaction; organocatalysis

Funding

  1. National Natural Science Foundation of China [21671091]

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A series of polyoxometalate-ionic liquid catalysts have been developed to promote the Ritter reaction by introducing acidity and miscibility. Among them, [BSmim]CuPW12O40 [BSmim = 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium] displayed the highest activity for the amidation of alcohols with nitrites, delivering the corresponding amide products in good to excellent yields. Furthermore, the reaction can be easily scaled up to a gram scale without losing efficiency.
A series of polyoxometalate-ionic liquid catalysts that combine the features of a polyoxometalate and an ionic liquid, with the introduction of acidity and miscibility, have been developed to promote the Ritter reaction. Among them, [BSmim]CuPW12O40 [BSmim = 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium] displayed the highest activity for the amidation of a variety of alcohols with nitrites, delivering the corresponding amide products in good to excellent yields. Furthermore, the reaction can be easily scaled up to a gram scale without losing efficiency. This process therefore provides an appealing way to prepare amides by a Ritter reaction using a polyoxometalate-ionic liquid-based catalyst.

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