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

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

RSC Adv. 2020 Feb 21;10(13):7691-7697. doi: 10.1039/d0ra00047g. eCollection 2020 Feb 18.

Authors

Castelo B Vilanculo¹, Márcio J Da Silva², Milena Galdino Teixeira², Jesus Avendano Villarreal³

Affiliations

¹ Chemistry Department, Pedagogic University of Mozambique, FCNM Campus of Lhanguene, Av. de Moçambique, Km 1 Maputo 4040 Mozambique [email protected] +258 825573337.
² Chemistry Department, Federal University of Viçosa Minas Gerais State 36590-000 Brazil.
³ Chemistry Department Federal University of Minas Gerais Minas Gerais State 31270-901 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.