A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach

The reported flow-batch approach enables the easy preparation of 2H-azirines and their stereoselective transformation into highly functionalized NH-aziridines, starting from vinyl azides and organolithium compounds. The protocol has been developed using cyclopentyl methyl ether (CPME) as an environm...

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Autores principales: Andresini, Michael, Degannaro, Leonardo, Luisi, Renzo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849244/
https://www.ncbi.nlm.nih.gov/pubmed/33564330
http://dx.doi.org/10.3762/bjoc.17.20
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author Andresini, Michael
Degannaro, Leonardo
Luisi, Renzo
author_facet Andresini, Michael
Degannaro, Leonardo
Luisi, Renzo
author_sort Andresini, Michael
collection PubMed
description The reported flow-batch approach enables the easy preparation of 2H-azirines and their stereoselective transformation into highly functionalized NH-aziridines, starting from vinyl azides and organolithium compounds. The protocol has been developed using cyclopentyl methyl ether (CPME) as an environmentally benign solvent, resulting into a sustainable, safe and potentially automatable method for the synthesis of interesting strained compounds.
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spelling pubmed-78492442021-02-08 A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach Andresini, Michael Degannaro, Leonardo Luisi, Renzo Beilstein J Org Chem Letter The reported flow-batch approach enables the easy preparation of 2H-azirines and their stereoselective transformation into highly functionalized NH-aziridines, starting from vinyl azides and organolithium compounds. The protocol has been developed using cyclopentyl methyl ether (CPME) as an environmentally benign solvent, resulting into a sustainable, safe and potentially automatable method for the synthesis of interesting strained compounds. Beilstein-Institut 2021-01-20 /pmc/articles/PMC7849244/ /pubmed/33564330 http://dx.doi.org/10.3762/bjoc.17.20 Text en Copyright © 2021, Andresini et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Letter
Andresini, Michael
Degannaro, Leonardo
Luisi, Renzo
A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach
title A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach
title_full A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach
title_fullStr A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach
title_full_unstemmed A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach
title_short A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach
title_sort sustainable strategy for the straightforward preparation of 2h-azirines and highly functionalized nh-aziridines from vinyl azides using a single solvent flow-batch approach
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849244/
https://www.ncbi.nlm.nih.gov/pubmed/33564330
http://dx.doi.org/10.3762/bjoc.17.20
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