Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles

[Image: see text] A palladium(0)-catalyzed aminocarbonylation reaction employing molybdenum hexacarbonyl as a carbon monoxide precursor for the production of N-capped amino acids using aryl and heteroaryl bromides and triflates is reported. The carbon monoxide is formed ex situ through the use of a...

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Autores principales: Lindman, Jens, Yadav, Anubha, Gising, Johan, Larhed, Mats
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10507664/
https://www.ncbi.nlm.nih.gov/pubmed/37639573
http://dx.doi.org/10.1021/acs.joc.3c00972
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author Lindman, Jens
Yadav, Anubha
Gising, Johan
Larhed, Mats
author_facet Lindman, Jens
Yadav, Anubha
Gising, Johan
Larhed, Mats
author_sort Lindman, Jens
collection PubMed
description [Image: see text] A palladium(0)-catalyzed aminocarbonylation reaction employing molybdenum hexacarbonyl as a carbon monoxide precursor for the production of N-capped amino acids using aryl and heteroaryl bromides and triflates is reported. The carbon monoxide is formed ex situ through the use of a two-chamber system, where carbon monoxide generated in one chamber is free to diffuse over and be consumed in the other palladium-catalyzed reaction chamber. Using this method, two series of aryl bromides and aryl triflates were utilized to synthesize 21 N-capped amino acids in isolated yields between 40 and 91%.
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spelling pubmed-105076642023-09-20 Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles Lindman, Jens Yadav, Anubha Gising, Johan Larhed, Mats J Org Chem [Image: see text] A palladium(0)-catalyzed aminocarbonylation reaction employing molybdenum hexacarbonyl as a carbon monoxide precursor for the production of N-capped amino acids using aryl and heteroaryl bromides and triflates is reported. The carbon monoxide is formed ex situ through the use of a two-chamber system, where carbon monoxide generated in one chamber is free to diffuse over and be consumed in the other palladium-catalyzed reaction chamber. Using this method, two series of aryl bromides and aryl triflates were utilized to synthesize 21 N-capped amino acids in isolated yields between 40 and 91%. American Chemical Society 2023-08-28 /pmc/articles/PMC10507664/ /pubmed/37639573 http://dx.doi.org/10.1021/acs.joc.3c00972 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Lindman, Jens
Yadav, Anubha
Gising, Johan
Larhed, Mats
Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles
title Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles
title_full Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles
title_fullStr Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles
title_full_unstemmed Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles
title_short Two-Chamber Aminocarbonylation of Aryl Bromides and Triflates Using Amino Acids as Nucleophiles
title_sort two-chamber aminocarbonylation of aryl bromides and triflates using amino acids as nucleophiles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10507664/
https://www.ncbi.nlm.nih.gov/pubmed/37639573
http://dx.doi.org/10.1021/acs.joc.3c00972
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