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Formamide catalyzed activation of carboxylic acids - versatile and cost-efficient amidation and esterification

Peter H. Huy, Christelle Mbouhom

*Saarland University, Institute of Organic Chemistry, P. O. Box 151150, 66041 Saarbruecken, Germany, Email: peter.huyuni-saarland.de

P. H. Huy, C. Mbouhom, Chem. Sci., 2019, 10, 7399-7406.

DOI: 10.1039/c9sc02126d (free Supporting Information)


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Abstract

A broadly applicable method for amide C-N and ester C-O bond formation is based on formylpyrrolidine (FPyr) as a Lewis base catalyst and trichlorotriazine (TCT) as a cost-efficient reagent for OH-group activation. The new approach is distinguished by excellent cost-efficiency, waste-balance, scalability, and high levels of functional group compatibility.

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proposed mechanism



Key Words

amides, organocatalysis


ID: JXX-Y2019