Analytical Aspects of Aromatic Amines

Zabicky, Jacob

doi:10.1002/9780470682531.pat0394

Cited by 2 publications

(1 citation statement)

References 248 publications

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“…Amide bond is present in about 25% of pharmaceutical drugs, and amide bond formation is one of the most performed reactions in synthesizing pharmaceuticals . Amides are reactive partners in a variety of synthetic transformations because of their coordination with metal complexes, conformational diversity, and high polarity . Amide bond acts as a directing group in C–H functionalization for olefination, arylation, alkylation, cyanation, borylation, and silylation .…”

Section: Introductionmentioning

confidence: 99%

Bronsted Acid-Catalyzed Regioselective Carboxamidation of 2-Indolylmethanols with Isonitriles

et al. 2023

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A regioselective direct carboxamidation reaction of 2-indolylmethanols with readily available isocyanoesters/isocyanides has been reported in this work. The reaction was catalyzed by Bronsted acid such as p-TsOH to deliver the benzylic regioselective amides in 67–86% yield under mild conditions. The developed methodology provides alternative access to traditional metal-free carboxamidation via C–C and C–O bond formation with high atom economy. Furthermore, the developed approach was diversified to synthesize chiral indole-2-carboxamide derivatives with a moderate enantiomeric excess (61–73% ee) using an (R)-chiral phosphoric acid.

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Section: Introductionmentioning

confidence: 99%