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Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes, Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted Allenes
[Image: see text] The three-component coupling reaction of 1,1-dibromoalkenes 1, vinylzinc chloride 2, and carbon soft nucleophiles 3 was realized in the presence of the catalytic palladium/Xantphos species, and 1,3-disubstituted allenic products 5 were obtained in yields of up to 77%. The successiv...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6868900/ https://www.ncbi.nlm.nih.gov/pubmed/31763575 http://dx.doi.org/10.1021/acsomega.9b03444 |
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author | Sawano, Eri Ogasawara, Masamichi |
author_facet | Sawano, Eri Ogasawara, Masamichi |
author_sort | Sawano, Eri |
collection | PubMed |
description | [Image: see text] The three-component coupling reaction of 1,1-dibromoalkenes 1, vinylzinc chloride 2, and carbon soft nucleophiles 3 was realized in the presence of the catalytic palladium/Xantphos species, and 1,3-disubstituted allenic products 5 were obtained in yields of up to 77%. The successive two palladium-catalyzed processes, namely the cross-coupling reaction and the allylic substitution, assembled 5 from the easily accessible starting compounds. |
format | Online Article Text |
id | pubmed-6868900 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-68689002019-11-22 Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes, Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted Allenes Sawano, Eri Ogasawara, Masamichi ACS Omega [Image: see text] The three-component coupling reaction of 1,1-dibromoalkenes 1, vinylzinc chloride 2, and carbon soft nucleophiles 3 was realized in the presence of the catalytic palladium/Xantphos species, and 1,3-disubstituted allenic products 5 were obtained in yields of up to 77%. The successive two palladium-catalyzed processes, namely the cross-coupling reaction and the allylic substitution, assembled 5 from the easily accessible starting compounds. American Chemical Society 2019-11-08 /pmc/articles/PMC6868900/ /pubmed/31763575 http://dx.doi.org/10.1021/acsomega.9b03444 Text en Copyright © 2019 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 | Sawano, Eri Ogasawara, Masamichi Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes, Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted Allenes |
title | Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes,
Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted
Allenes |
title_full | Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes,
Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted
Allenes |
title_fullStr | Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes,
Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted
Allenes |
title_full_unstemmed | Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes,
Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted
Allenes |
title_short | Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes,
Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted
Allenes |
title_sort | palladium-catalyzed three-component coupling of 1,1-dibromoalkenes,
vinylzinc chloride, and soft nucleophiles: one-pot synthesis of 1,3-disubstituted
allenes |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6868900/ https://www.ncbi.nlm.nih.gov/pubmed/31763575 http://dx.doi.org/10.1021/acsomega.9b03444 |
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