Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia

In this study, the successful titanium tetrachloride-catalyzed reduction of aldehydes, ketones, carboxylic acids, and nitriles with borane–ammonia was extended to the reduction (deoxygenation) of a variety of aromatic and aliphatic pri-, sec- and tert-carboxamides, by changing the stoichiometry of t...

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Autores principales: Ramachandran, P. Veeraraghavan, Alawaed, Abdulkhaliq A., Singh, Aman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10301125/
https://www.ncbi.nlm.nih.gov/pubmed/37375131
http://dx.doi.org/10.3390/molecules28124575
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author Ramachandran, P. Veeraraghavan
Alawaed, Abdulkhaliq A.
Singh, Aman
author_facet Ramachandran, P. Veeraraghavan
Alawaed, Abdulkhaliq A.
Singh, Aman
author_sort Ramachandran, P. Veeraraghavan
collection PubMed
description In this study, the successful titanium tetrachloride-catalyzed reduction of aldehydes, ketones, carboxylic acids, and nitriles with borane–ammonia was extended to the reduction (deoxygenation) of a variety of aromatic and aliphatic pri-, sec- and tert-carboxamides, by changing the stoichiometry of the catalyst and reductant. The corresponding amines were isolated in good to excellent yields, following a simple acid–base workup.
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spelling pubmed-103011252023-06-29 Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia Ramachandran, P. Veeraraghavan Alawaed, Abdulkhaliq A. Singh, Aman Molecules Communication In this study, the successful titanium tetrachloride-catalyzed reduction of aldehydes, ketones, carboxylic acids, and nitriles with borane–ammonia was extended to the reduction (deoxygenation) of a variety of aromatic and aliphatic pri-, sec- and tert-carboxamides, by changing the stoichiometry of the catalyst and reductant. The corresponding amines were isolated in good to excellent yields, following a simple acid–base workup. MDPI 2023-06-06 /pmc/articles/PMC10301125/ /pubmed/37375131 http://dx.doi.org/10.3390/molecules28124575 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Ramachandran, P. Veeraraghavan
Alawaed, Abdulkhaliq A.
Singh, Aman
Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia
title Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia
title_full Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia
title_fullStr Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia
title_full_unstemmed Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia
title_short Titanium-Mediated Reduction of Carboxamides to Amines with Borane–Ammonia
title_sort titanium-mediated reduction of carboxamides to amines with borane–ammonia
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10301125/
https://www.ncbi.nlm.nih.gov/pubmed/37375131
http://dx.doi.org/10.3390/molecules28124575
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AT alawaedabdulkhaliqa titaniummediatedreductionofcarboxamidestoamineswithboraneammonia
AT singhaman titaniummediatedreductionofcarboxamidestoamineswithboraneammonia

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