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One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide

In this work, we describe a new one-pot synthesis route of valuable linalool oxidation derivatives (i.e., 2-(5-methyl-5-vinyltetrahydrofuran-2-yl propan-2-ol) (1a)), 2,2,6-trimethyl-6-vinyltetrahydro-2H-pyran-3-ol (1b) and diepoxide (1c), using a green oxidant (i.e., hydrogen peroxide) under mild co...

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Autores principales: Vilanculo, Castelo B., Da Silva, Márcio J., Teixeira, Milena Galdino, Villarreal, Jesus Avendano
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9049796/
https://www.ncbi.nlm.nih.gov/pubmed/35492183
http://dx.doi.org/10.1039/d0ra00047g
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author Vilanculo, Castelo B.
Da Silva, Márcio J.
Teixeira, Milena Galdino
Villarreal, Jesus Avendano
author_facet Vilanculo, Castelo B.
Da Silva, Márcio J.
Teixeira, Milena Galdino
Villarreal, Jesus Avendano
author_sort Vilanculo, Castelo B.
collection PubMed
description In this work, we describe a new one-pot synthesis route of valuable linalool oxidation derivatives (i.e., 2-(5-methyl-5-vinyltetrahydrofuran-2-yl propan-2-ol) (1a)), 2,2,6-trimethyl-6-vinyltetrahydro-2H-pyran-3-ol (1b) and diepoxide (1c), using a green oxidant (i.e., hydrogen peroxide) under mild conditions (i.e., room temperature). Lacunar Keggin heteropolyacid salts were the catalysts investigated in this reaction. Among them, Na(7)PW(11)O(39) was the most active and selective toward oxidation products. All the catalysts were characterized by FT-IR, TG/DSC, BET, XRD analyses and potentiometric titration. The main reaction parameters were assessed. Special attention was dedicated to correlating the composition and properties of the catalysts and their activity.
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spelling pubmed-90497962022-04-29 One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide Vilanculo, Castelo B. Da Silva, Márcio J. Teixeira, Milena Galdino Villarreal, Jesus Avendano RSC Adv Chemistry In this work, we describe a new one-pot synthesis route of valuable linalool oxidation derivatives (i.e., 2-(5-methyl-5-vinyltetrahydrofuran-2-yl propan-2-ol) (1a)), 2,2,6-trimethyl-6-vinyltetrahydro-2H-pyran-3-ol (1b) and diepoxide (1c), using a green oxidant (i.e., hydrogen peroxide) under mild conditions (i.e., room temperature). Lacunar Keggin heteropolyacid salts were the catalysts investigated in this reaction. Among them, Na(7)PW(11)O(39) was the most active and selective toward oxidation products. All the catalysts were characterized by FT-IR, TG/DSC, BET, XRD analyses and potentiometric titration. The main reaction parameters were assessed. Special attention was dedicated to correlating the composition and properties of the catalysts and their activity. The Royal Society of Chemistry 2020-02-21 /pmc/articles/PMC9049796/ /pubmed/35492183 http://dx.doi.org/10.1039/d0ra00047g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Vilanculo, Castelo B.
Da Silva, Márcio J.
Teixeira, Milena Galdino
Villarreal, Jesus Avendano
One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide
title One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide
title_full One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide
title_fullStr One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide
title_full_unstemmed One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide
title_short One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na(7)PW(11)O(39)-catalyzed oxidation reactions by hydrogen peroxide
title_sort one-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary na(7)pw(11)o(39)-catalyzed oxidation reactions by hydrogen peroxide
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9049796/
https://www.ncbi.nlm.nih.gov/pubmed/35492183
http://dx.doi.org/10.1039/d0ra00047g
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