One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na7PW11O39-catalyzed oxidation reactions by hydrogen peroxide

Castelo B. Vilanculo; Márcio J. Da Silva; Milena Galdino Teixeira; Jesus Avendano Villarreal

doi:10.1039/D0RA00047G

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One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na₇PW₁₁O₃₉-catalyzed oxidation reactions by hydrogen peroxide†

Castelo B. Vilanculo,

*^a Márcio J. Da Silva,

^b Milena Galdino Teixeira

^b and Jesus Avendano Villarreal^c

Author affiliations

* Corresponding authors

^a Chemistry Department, Pedagogic University of Mozambique, FCNM, Campus of Lhanguene, Av. de Moçambique, Km 1, Maputo, Mozambique
E-mail: castelovilanculo@gmail.com
Tel: +258 825573337

^b Chemistry Department, Federal University of Viçosa, Minas Gerais State, Brazil

^c Chemistry Department Federal University of Minas Gerais, Minas Gerais State, Brazil

Abstract

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, Na₇PW₁₁O₃₉ 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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Article information

DOI: https://doi.org/10.1039/D0RA00047G
Article type: Paper
Submitted: 02 Jan 2020
Accepted: 25 Jan 2020
First published: 21 Feb 2020
This article is Open Access

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RSC Adv., 2020,10, 7691-7697

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One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na₇PW₁₁O₃₉-catalyzed oxidation reactions by hydrogen peroxide

C. B. Vilanculo, M. J. Da Silva, M. G. Teixeira and J. A. Villarreal, RSC Adv., 2020, 10, 7691 DOI: 10.1039/D0RA00047G

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