Catalytic N-Alkylation of Amines Using Carboxylic Acids and Molecular Hydrogen.

J Am Chem Soc

Leibniz-Institut für Katalyse e.V. Albert Einstein Strasse 29a, 18059 Rostock, Germany.

Published: October 2015

A convenient, practical and green N-alkylation of amines has been accomplished by applying readily available carboxylic acids in the presence of molecular hydrogen. Applying an in situ formed ruthenium/triphos complex and an organic acid as cocatalyst, a broad range of alkylated secondary and tertiary amines are obtained in good to excellent yields. This novel method is also successfully applied for the synthesis of unsymmetrically substituted N-methyl/alkyl anilines through a direct three-component coupling reaction of the corresponding amines, carboxylic acids, and CO2 as a C1 source.

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http://dx.doi.org/10.1021/jacs.5b07994DOI Listing

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