Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones

Photolysis of aryl azides to give nitrenes, and their subsequent rearrangement in the presence of water to give 3H-azepinones, is performed in continuous flow in a photoreactor constructed of fluorinated ethylene polymer (FEP) tubing. Fine tuning of the reaction conditions using the flow reactor all...

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Autores principales: Bou-Hamdan, Farhan R, Lévesque, François, O'Brien, Alexander G, Seeberger, Peter H
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3167900/
https://www.ncbi.nlm.nih.gov/pubmed/21915216
http://dx.doi.org/10.3762/bjoc.7.129
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author Bou-Hamdan, Farhan R
Lévesque, François
O'Brien, Alexander G
Seeberger, Peter H
author_facet Bou-Hamdan, Farhan R
Lévesque, François
O'Brien, Alexander G
Seeberger, Peter H
author_sort Bou-Hamdan, Farhan R
collection PubMed
description Photolysis of aryl azides to give nitrenes, and their subsequent rearrangement in the presence of water to give 3H-azepinones, is performed in continuous flow in a photoreactor constructed of fluorinated ethylene polymer (FEP) tubing. Fine tuning of the reaction conditions using the flow reactor allowed minimization of secondary photochemical reactions.
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spelling pubmed-31679002011-09-13 Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones Bou-Hamdan, Farhan R Lévesque, François O'Brien, Alexander G Seeberger, Peter H Beilstein J Org Chem Letter Photolysis of aryl azides to give nitrenes, and their subsequent rearrangement in the presence of water to give 3H-azepinones, is performed in continuous flow in a photoreactor constructed of fluorinated ethylene polymer (FEP) tubing. Fine tuning of the reaction conditions using the flow reactor allowed minimization of secondary photochemical reactions. Beilstein-Institut 2011-08-17 /pmc/articles/PMC3167900/ /pubmed/21915216 http://dx.doi.org/10.3762/bjoc.7.129 Text en Copyright © 2011, Bou-Hamdan et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Bou-Hamdan, Farhan R
Lévesque, François
O'Brien, Alexander G
Seeberger, Peter H
Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
title Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
title_full Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
title_fullStr Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
title_full_unstemmed Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
title_short Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
title_sort continuous flow photolysis of aryl azides: preparation of 3h-azepinones
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3167900/
https://www.ncbi.nlm.nih.gov/pubmed/21915216
http://dx.doi.org/10.3762/bjoc.7.129
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