Facile Conversions of Carboxylic Acids into Amides, Esters, and Thioesters Using 1, 1'-Oxalyldiimidazole and 1, 1'-Oxalyldi (1, 2, 4-triazole)

抄録

Aliphatic, aromatic, and heteroaromatic carboxylic acids react with 1, 1'-oxalyldiimidazole (1) or 1, 1'-oxalyldi (1, 2, 4-triazole) (2) in acetonitrile for 40min at 40 °C to give the corresponding 1-acylazole intermediates (11), which promptly undergo aminolysis and alcoholysis to form amides (13) including dipeptides (14), esters (16), and thioesters (19). These findings show that both 1 and 2 can be utilized as condensing reagents for the synthesis of carboxylic acid derivatives.