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Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination
[Image: see text] The alkynylation of naphthols takes place with total regiocontrol at the peri position of the hydroxyl group in the presence of [RuCl(2)(p-cymene)](2) as the catalyst. This reaction features high functional group tolerance. The related ortho-alkynylation of benzoic acids proceeds u...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American
Chemical Society
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5679662/ https://www.ncbi.nlm.nih.gov/pubmed/28976200 http://dx.doi.org/10.1021/acs.orglett.7b02655 |
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author | Tan, Eric Konovalov, Andrey I. Fernández, Gabriela A. Dorel, Ruth Echavarren, Antonio M. |
author_facet | Tan, Eric Konovalov, Andrey I. Fernández, Gabriela A. Dorel, Ruth Echavarren, Antonio M. |
author_sort | Tan, Eric |
collection | PubMed |
description | [Image: see text] The alkynylation of naphthols takes place with total regiocontrol at the peri position of the hydroxyl group in the presence of [RuCl(2)(p-cymene)](2) as the catalyst. This reaction features high functional group tolerance. The related ortho-alkynylation of benzoic acids proceeds under similar conditions and also shows wide functional group tolerance. Both reactions proceed through metalation, insertion of the alkyne, and bromide elimination. |
format | Online Article Text |
id | pubmed-5679662 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | American
Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-56796622017-11-13 Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination Tan, Eric Konovalov, Andrey I. Fernández, Gabriela A. Dorel, Ruth Echavarren, Antonio M. Org Lett [Image: see text] The alkynylation of naphthols takes place with total regiocontrol at the peri position of the hydroxyl group in the presence of [RuCl(2)(p-cymene)](2) as the catalyst. This reaction features high functional group tolerance. The related ortho-alkynylation of benzoic acids proceeds under similar conditions and also shows wide functional group tolerance. Both reactions proceed through metalation, insertion of the alkyne, and bromide elimination. American Chemical Society 2017-10-04 2017-10-20 /pmc/articles/PMC5679662/ /pubmed/28976200 http://dx.doi.org/10.1021/acs.orglett.7b02655 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Tan, Eric Konovalov, Andrey I. Fernández, Gabriela A. Dorel, Ruth Echavarren, Antonio M. Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination |
title | Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination |
title_full | Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination |
title_fullStr | Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination |
title_full_unstemmed | Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination |
title_short | Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination |
title_sort | ruthenium-catalyzed peri- and ortho-alkynylation with bromoalkynes via insertion and elimination |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5679662/ https://www.ncbi.nlm.nih.gov/pubmed/28976200 http://dx.doi.org/10.1021/acs.orglett.7b02655 |
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