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Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines
A cationic cobalt catalyst efficiently promoted the reaction of N-alkoxycarbonyloxyanilines at 30 °C, affording the corresponding ortho-aminophenols in good to high yields. As reported previously, our mechanistic studies including oxygen-18 labelling experiments indicate that the rearrangement of th...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6122159/ https://www.ncbi.nlm.nih.gov/pubmed/30202451 http://dx.doi.org/10.3762/bjoc.14.172 |
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author | Nakamura, Itaru Owada, Mao Jo, Takeru Terada, Masahiro |
author_facet | Nakamura, Itaru Owada, Mao Jo, Takeru Terada, Masahiro |
author_sort | Nakamura, Itaru |
collection | PubMed |
description | A cationic cobalt catalyst efficiently promoted the reaction of N-alkoxycarbonyloxyanilines at 30 °C, affording the corresponding ortho-aminophenols in good to high yields. As reported previously, our mechanistic studies including oxygen-18 labelling experiments indicate that the rearrangement of the alkoxycarbonyloxy group proceeds in [1,3]-manner. In this article, we discuss the overall picture of the cobalt-catalysed [1,3]-rearrangement reaction including details of the reaction conditions and substrate scope. |
format | Online Article Text |
id | pubmed-6122159 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-61221592018-09-10 Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines Nakamura, Itaru Owada, Mao Jo, Takeru Terada, Masahiro Beilstein J Org Chem Full Research Paper A cationic cobalt catalyst efficiently promoted the reaction of N-alkoxycarbonyloxyanilines at 30 °C, affording the corresponding ortho-aminophenols in good to high yields. As reported previously, our mechanistic studies including oxygen-18 labelling experiments indicate that the rearrangement of the alkoxycarbonyloxy group proceeds in [1,3]-manner. In this article, we discuss the overall picture of the cobalt-catalysed [1,3]-rearrangement reaction including details of the reaction conditions and substrate scope. Beilstein-Institut 2018-07-31 /pmc/articles/PMC6122159/ /pubmed/30202451 http://dx.doi.org/10.3762/bjoc.14.172 Text en Copyright © 2018, Nakamura et al. https://creativecommons.org/licenses/by/4.0https://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/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Nakamura, Itaru Owada, Mao Jo, Takeru Terada, Masahiro Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines |
title | Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines |
title_full | Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines |
title_fullStr | Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines |
title_full_unstemmed | Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines |
title_short | Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines |
title_sort | cationic cobalt-catalyzed [1,3]-rearrangement of n-alkoxycarbonyloxyanilines |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6122159/ https://www.ncbi.nlm.nih.gov/pubmed/30202451 http://dx.doi.org/10.3762/bjoc.14.172 |
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