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Formation of amides: one-pot condensation of carboxylic acids and amines mediated by TiCl4.


ABSTRACT: A general procedure for the synthesis of amides via the direct condensation of carboxylic acids and amines in the presence of TiCl4 is reported. The amidation reaction was performed in pyridine at 85 °C with a wide range of substrates providing the corresponding amide products in moderate to excellent yields and high purity. The reaction proceeds with low yields when both the carboxylic acid and the amine are sterically hindered. The process takes place with nearly complete preservation of the stereochemical integrity of chiral substrates.

SUBMITTER: Leggio A 

PROVIDER: S-EPMC5602818 | biostudies-other | 2017 Sep

REPOSITORIES: biostudies-other

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Formation of amides: one-pot condensation of carboxylic acids and amines mediated by TiCl<sub>4</sub>.

Leggio Antonella A   Bagalà Jessica J   Belsito Emilia Lucia EL   Comandè Alessandra A   Greco Marianna M   Liguori Angelo A  

Chemistry Central journal 20170915 1


A general procedure for the synthesis of amides via the direct condensation of carboxylic acids and amines in the presence of TiCl<sub>4</sub> is reported. The amidation reaction was performed in pyridine at 85 °C with a wide range of substrates providing the corresponding amide products in moderate to excellent yields and high purity. The reaction proceeds with low yields when both the carboxylic acid and the amine are sterically hindered. The process takes place with nearly complete preservati  ...[more]

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