N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines

Ozonation of N-aryl-cyclic amines in organic solvents gave N-aryl-lactams regioselectively. In particular, 4-(4-aminophenyl)-morpolin-3-one, a key intermediate in the preparation of factor Xa inhibitors, was obtained in fair yields. The method represents an alternative approach for the lactamization...

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Detalles Bibliográficos
Autores principales: Saliu, Francesco, Orlandi, Marco, Bruschi, Maurizio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Scholarly Research Network 2012
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767345/
https://www.ncbi.nlm.nih.gov/pubmed/24052840
http://dx.doi.org/10.5402/2012/281642
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author Saliu, Francesco
Orlandi, Marco
Bruschi, Maurizio
author_facet Saliu, Francesco
Orlandi, Marco
Bruschi, Maurizio
author_sort Saliu, Francesco
collection PubMed
description Ozonation of N-aryl-cyclic amines in organic solvents gave N-aryl-lactams regioselectively. In particular, 4-(4-aminophenyl)-morpolin-3-one, a key intermediate in the preparation of factor Xa inhibitors, was obtained in fair yields. The method represents an alternative approach for the lactamization of tertiary N-arylic substrates and is based on a “metal-free” introduction of the carbonyl function into the heterocyclic ring.
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spelling pubmed-37673452013-09-19 N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines Saliu, Francesco Orlandi, Marco Bruschi, Maurizio ISRN Org Chem Research Article Ozonation of N-aryl-cyclic amines in organic solvents gave N-aryl-lactams regioselectively. In particular, 4-(4-aminophenyl)-morpolin-3-one, a key intermediate in the preparation of factor Xa inhibitors, was obtained in fair yields. The method represents an alternative approach for the lactamization of tertiary N-arylic substrates and is based on a “metal-free” introduction of the carbonyl function into the heterocyclic ring. International Scholarly Research Network 2012-09-18 /pmc/articles/PMC3767345/ /pubmed/24052840 http://dx.doi.org/10.5402/2012/281642 Text en Copyright © 2012 Francesco Saliu et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Saliu, Francesco
Orlandi, Marco
Bruschi, Maurizio
N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines
title N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines
title_full N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines
title_fullStr N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines
title_full_unstemmed N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines
title_short N-Aryl Lactams by Regioselective Ozonation of N-Aryl Cyclic Amines
title_sort n-aryl lactams by regioselective ozonation of n-aryl cyclic amines
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767345/
https://www.ncbi.nlm.nih.gov/pubmed/24052840
http://dx.doi.org/10.5402/2012/281642
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