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Mild one-pot conversion of carboxylic acids to amides or esters with Ph3P/trichloroisocyanuric acid
Authors:Rogério da C Rodrigues
Institution:Universidade Federal do Rio de Janeiro, Instituto de Química, Departamento de Química Orgânica, Cidade Universitária, 21945-970 Rio de Janeiro, RJ, Brazil
Abstract:The reaction of trichloroisocyanuric acid (TCICA) and triphenylphosphine in the presence of a carboxylic acid results in the in situ formation of the corresponding acid chloride under mild conditions. Subsequent addition of amines or alcohols, in the presence of a tertiary amine affords the corresponding amides, or esters, in good to excellent yields. The methodology was applied to the synthesis of a dipeptide.
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