Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent

A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The form...

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Detalles Bibliográficos
Autores principales: Lainer, Thomas, Czerny, Frank, Haas, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092949/
https://www.ncbi.nlm.nih.gov/pubmed/35441639
http://dx.doi.org/10.1039/d2ob00589a
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author Lainer, Thomas
Czerny, Frank
Haas, Michael
author_facet Lainer, Thomas
Czerny, Frank
Haas, Michael
author_sort Lainer, Thomas
collection PubMed
description A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The formation of these amides was confirmed by NMR spectroscopy and mass spectrometry. Remarkably, neopentasilane 3 exceeds the performance of the currently used monosilanes as coupling agent in terms of group tolerance and yield.
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spelling pubmed-90929492022-06-01 Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent Lainer, Thomas Czerny, Frank Haas, Michael Org Biomol Chem Chemistry A solvent-free procedure for the formation of amides without exclusion of air and moisture is described. Using tetramethoxysilane 1, hexamethoxydisilane 2 and dodecamethoxy-neopentasilane 3 as coupling agent carboxylic acids and amines are reacted to form amides in good to excellent yields. The formation of these amides was confirmed by NMR spectroscopy and mass spectrometry. Remarkably, neopentasilane 3 exceeds the performance of the currently used monosilanes as coupling agent in terms of group tolerance and yield. The Royal Society of Chemistry 2022-04-14 /pmc/articles/PMC9092949/ /pubmed/35441639 http://dx.doi.org/10.1039/d2ob00589a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Lainer, Thomas
Czerny, Frank
Haas, Michael
Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
title Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
title_full Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
title_fullStr Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
title_full_unstemmed Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
title_short Solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
title_sort solvent-free amide bond formation using a variety of methoxysilanes as coupling agent
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092949/
https://www.ncbi.nlm.nih.gov/pubmed/35441639
http://dx.doi.org/10.1039/d2ob00589a
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AT czernyfrank solventfreeamidebondformationusingavarietyofmethoxysilanesascouplingagent
AT haasmichael solventfreeamidebondformationusingavarietyofmethoxysilanesascouplingagent

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