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Mechanochemical Synthesis of Primary Amides

Jorge Gómez-Carpintero, J. Domingo Sánchez, J. Francisco González* and J. Carlos Menéndez*

*Departamento de Química en Ciencias Farmacéuticas, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain, Email: jfgonzalucm.es, josecmucm.es

J. Gómez-Carpintero, J. D. Sánchez, J. F. González, J. C. Menéndez, J. Org. Chem., 2021, 86, 14232-14237.

DOI: 10.1021/acs.joc.1c02350 (free Supporting Information)



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Abstract

Ball milling of aromatic, heteroaromatic, vinylic, and aliphatic esters with ethanol and calcium nitride provides the corresponding primary amides in good yields. The transformation is compatible with a variety of functional groups and maintained the integrity of a stereocenter α to carbonyl.


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Key Words

amides, mechanochemistry


ID: J42-Y2021