4.4 Article

Malononitrile: A Versatile d1-Synthon for the Synthesis of Hetero-aromatic Carboxylic Acid Derivatives

Journal

SYNLETT
Volume 26, Issue 10, Pages 1365-1370

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1380572

Keywords

malononitrile; oxidation; m-CPBA; carboxylic acids; heterocycles

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A convenient one-pot synthesis of heteroaromatic carboxylic acid derivatives from malononitrile substituted heteroaromatic compounds, namely pyridines, pyrimidines, and 1,3,5-triazines is described. In this procedure, the oxidation of malononitriles with anhydrous m-CPBA, followed by addition of different nucleophiles (alcohols, amines, thiols) under anhydrous conditions afforded the corresponding carboxylic acid derivatives in good to excellent yields.

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