Silicon compounds as stoichiometric coupling reagents for direct amidation

Despite being one of the most frequently carried out chemical reactions in industry, there is currently no amidation protocol that is regarded as safe, high yielding, environmentally friendly and inexpensive. The direct amidation of a carboxylic acid with an amine is viewed as an inherently good sol...

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Published inOrganic & biomolecular chemistry Vol. 19; no. 31; pp. 6746 - 676
Main Authors Davies, Joshua J, Christopher Braddock, D, Lickiss, Paul D
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 11.08.2021
Subjects
Carboxylic acids
Chemical reactions
Coupling (molecular)
Reagents
Silicon
Silicon compounds
Silicon dioxide
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Summary:Despite being one of the most frequently carried out chemical reactions in industry, there is currently no amidation protocol that is regarded as safe, high yielding, environmentally friendly and inexpensive. The direct amidation of a carboxylic acid with an amine is viewed as an inherently good solution for developing such a protocol. Since the 1960s, there has been a gradual development in the use of silicon reagents for direct amidation. This review covers the methods published to April 2021 for silicon reagent mediated direct amidation of a carboxylic acid with an amine. This review also covers the use of polymeric SiO 2 to promote direct amidation. This review covers all the reported use of stoichiometric silicon reagents for direct amidation of carboxylic acids with amines, commencing with the first example in 1969 up until April 2021.
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ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob01003d