Efficient and accessible silane-mediated direct amide coupling of carboxylic acids and amines

A straightforward method for the direct synthesis of amides from amines and carboxylic acids without exclusion of air or moisture using diphenylsilane with N -methylpyrrolidine has been developed. Various amides are made efficiently, and broad functional group compatibility is shown through a Gloriu...

Full description

Saved in:
Bibliographic Details
Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 23; no. 1; pp. 288 - 295
Main Authors D'Amaral, Melissa C, Jamkhou, Nick, Adler, Marc J
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 18.01.2021
Royal Society of Chemistry
Subjects
Amides
Amines
Carboxylic acids
Chemistry
Chemistry, Multidisciplinary
Functional groups
Green & Sustainable Science & Technology
Green chemistry
Physical Sciences
Science & Technology
Science & Technology - Other Topics
Synthesis
REAGENT
MILD
ACTIVATION
AMINATION
PERSPECTIVE
CONVENIENT METHOD
SILICON
CARBOXAMIDES
SELECTIVE AMIDATION
Online AccessGet full text

Cover

More Information
Summary:A straightforward method for the direct synthesis of amides from amines and carboxylic acids without exclusion of air or moisture using diphenylsilane with N -methylpyrrolidine has been developed. Various amides are made efficiently, and broad functional group compatibility is shown through a Glorius robustness study. A gram-scale synthesis demonstrates the scalability of this method. A highly practical method for the direct coupling of amines and unactivated carboxylic acids to form amides.
Bibliography:Electronic supplementary information (ESI) available. See DOI
10.1039/d0gc02833a
ISSN:1463-9262
1463-9270
DOI:10.1039/d0gc02833a