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Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions
In this combined computational and experimental study, the C−H functionalization of 2‐phenyl pyridine with diazoalkanes was investigated. Initial evaluation by computational methods allowed the evaluation of different metal catalysts and diazoalkanes and their compatibility in this C−H functionaliza...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9302633/ https://www.ncbi.nlm.nih.gov/pubmed/35015327 http://dx.doi.org/10.1002/chem.202104321 |
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author | Empel, Claire Jana, Sripati Langletz, Tim Koenigs, Rene M. |
author_facet | Empel, Claire Jana, Sripati Langletz, Tim Koenigs, Rene M. |
author_sort | Empel, Claire |
collection | PubMed |
description | In this combined computational and experimental study, the C−H functionalization of 2‐phenyl pyridine with diazoalkanes was investigated. Initial evaluation by computational methods allowed the evaluation of different metal catalysts and diazoalkanes and their compatibility in this C−H functionalization reaction. With these findings, suitable reaction conditions for the C−H methylation reactions were quickly identified by using highly reactive TMS diazomethane and C−H alkylation reactions with donor/acceptor diazoalkanes, which is applied to a broad scope on alkylation reactions of 2‐aryl pyridines with TMS diazomethane and donor/acceptor diazoalkane (51 examples, up to 98 % yield). |
format | Online Article Text |
id | pubmed-9302633 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-93026332022-07-22 Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions Empel, Claire Jana, Sripati Langletz, Tim Koenigs, Rene M. Chemistry Research Articles In this combined computational and experimental study, the C−H functionalization of 2‐phenyl pyridine with diazoalkanes was investigated. Initial evaluation by computational methods allowed the evaluation of different metal catalysts and diazoalkanes and their compatibility in this C−H functionalization reaction. With these findings, suitable reaction conditions for the C−H methylation reactions were quickly identified by using highly reactive TMS diazomethane and C−H alkylation reactions with donor/acceptor diazoalkanes, which is applied to a broad scope on alkylation reactions of 2‐aryl pyridines with TMS diazomethane and donor/acceptor diazoalkane (51 examples, up to 98 % yield). John Wiley and Sons Inc. 2022-02-02 2022-02-24 /pmc/articles/PMC9302633/ /pubmed/35015327 http://dx.doi.org/10.1002/chem.202104321 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Research Articles Empel, Claire Jana, Sripati Langletz, Tim Koenigs, Rene M. Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions |
title | Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions |
title_full | Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions |
title_fullStr | Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions |
title_full_unstemmed | Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions |
title_short | Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions |
title_sort | rhodium‐catalyzed c−h methylation and alkylation reactions by carbene‐transfer reactions |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9302633/ https://www.ncbi.nlm.nih.gov/pubmed/35015327 http://dx.doi.org/10.1002/chem.202104321 |
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