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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...

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Detalles Bibliográficos
Autores principales: Zhang, Guo-Min, Zhang, Hua, Wang, Bei, Wang, Ji-Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
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.
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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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