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Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center
2,6‐Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5113687/ https://www.ncbi.nlm.nih.gov/pubmed/27651117 http://dx.doi.org/10.1002/anie.201606599 |
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author | Lucchetti, Nicola Scalone, Michelangelo Fantasia, Serena Muñiz, Kilian |
author_facet | Lucchetti, Nicola Scalone, Michelangelo Fantasia, Serena Muñiz, Kilian |
author_sort | Lucchetti, Nicola |
collection | PubMed |
description | 2,6‐Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement for any additional promoter, and proceeds through a direct reductive elimination at the iodine(III) center. The efficiency of the coupling procedure is further demonstrated within the short synthesis of a chemerin binding inhibitor. |
format | Online Article Text |
id | pubmed-5113687 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-51136872016-12-02 Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center Lucchetti, Nicola Scalone, Michelangelo Fantasia, Serena Muñiz, Kilian Angew Chem Int Ed Engl Communications 2,6‐Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement for any additional promoter, and proceeds through a direct reductive elimination at the iodine(III) center. The efficiency of the coupling procedure is further demonstrated within the short synthesis of a chemerin binding inhibitor. John Wiley and Sons Inc. 2016-10-06 2016-10-10 /pmc/articles/PMC5113687/ /pubmed/27651117 http://dx.doi.org/10.1002/anie.201606599 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Lucchetti, Nicola Scalone, Michelangelo Fantasia, Serena Muñiz, Kilian Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center |
title | Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center |
title_full | Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center |
title_fullStr | Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center |
title_full_unstemmed | Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center |
title_short | Sterically Congested 2,6‐Disubstituted Anilines from Direct C−N Bond Formation at an Iodine(III) Center |
title_sort | sterically congested 2,6‐disubstituted anilines from direct c−n bond formation at an iodine(iii) center |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5113687/ https://www.ncbi.nlm.nih.gov/pubmed/27651117 http://dx.doi.org/10.1002/anie.201606599 |
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