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Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water
A metal-free catalytic allylation with atom economy and green environment friendly was developed. Allylic alcohols could be directly dehydrated in water by B(C(6)F(5))(3), without using any base additives. The reaction can afford the corresponding monoallylated product in moderate to high yield and...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9031380/ https://www.ncbi.nlm.nih.gov/pubmed/35479693 http://dx.doi.org/10.1039/d1ra01922h |
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author | Zhang, Guo-Min Zhang, Hua Wang, Bei Wang, Ji-Yu |
author_facet | Zhang, Guo-Min Zhang, Hua Wang, Bei Wang, Ji-Yu |
author_sort | Zhang, Guo-Min |
collection | PubMed |
description | A metal-free catalytic allylation with atom economy and green environment friendly was developed. Allylic alcohols could be directly dehydrated in water by B(C(6)F(5))(3), without using any base additives. The reaction can afford the corresponding monoallylated product in moderate to high yield and has been performed on a gram-scale, and a quaternary carbon center can be constructed for the active methine compounds of 1,3-diketones or β-ketone esters in this process. The product can be further converted, such as the synthesis of tetra-substituted pyrazole compounds, or 1,4-dienes and functionalized dihydropyrans. |
format | Online Article Text |
id | pubmed-9031380 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90313802022-04-26 Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water Zhang, Guo-Min Zhang, Hua Wang, Bei Wang, Ji-Yu RSC Adv Chemistry A metal-free catalytic allylation with atom economy and green environment friendly was developed. Allylic alcohols could be directly dehydrated in water by B(C(6)F(5))(3), without using any base additives. The reaction can afford the corresponding monoallylated product in moderate to high yield and has been performed on a gram-scale, and a quaternary carbon center can be constructed for the active methine compounds of 1,3-diketones or β-ketone esters in this process. The product can be further converted, such as the synthesis of tetra-substituted pyrazole compounds, or 1,4-dienes and functionalized dihydropyrans. The Royal Society of Chemistry 2021-05-10 /pmc/articles/PMC9031380/ /pubmed/35479693 http://dx.doi.org/10.1039/d1ra01922h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Zhang, Guo-Min Zhang, Hua Wang, Bei Wang, Ji-Yu Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
title | Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
title_full | Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
title_fullStr | Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
title_full_unstemmed | Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
title_short | Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
title_sort | boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9031380/ https://www.ncbi.nlm.nih.gov/pubmed/35479693 http://dx.doi.org/10.1039/d1ra01922h |
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