The application of heterogeneous catalysis and green solvents to the set up of widely employed reactions is a challenge in contemporary organic chemistry. We applied such an approach to the synthesis and further conversion of tetrahydropyranyl ethers, an important class of compounds widely employed in multistep syntheses. Several alcohols and phenols were almost quantitatively converted into the corresponding tetrahydropyranyl ethers in cyclopentyl methyl ether or 2-methyltetrahydrofuran employing NH4HSO4supported on SiO2as a recyclable acidic catalyst. Easy work up of the reaction mixtures and the versatility of the solvents allowed further conversion of the reaction products under one-pot reaction conditions.

Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents / Azzena, Ugo; Carraro, Massimo; Modugno, Gloria; Pisano, Luisa; Urtis, Luigi. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - 14:(2018), pp. 1655-1659. [10.3762/bjoc.14.141]

Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents

Azzena, Ugo
Membro del Collaboration Group
;
Carraro, Massimo
Membro del Collaboration Group
;
Modugno, Gloria
Membro del Collaboration Group
;
Pisano, Luisa
Membro del Collaboration Group
;
URTIS, Luigi Antonio
Membro del Collaboration Group
2018

Abstract

The application of heterogeneous catalysis and green solvents to the set up of widely employed reactions is a challenge in contemporary organic chemistry. We applied such an approach to the synthesis and further conversion of tetrahydropyranyl ethers, an important class of compounds widely employed in multistep syntheses. Several alcohols and phenols were almost quantitatively converted into the corresponding tetrahydropyranyl ethers in cyclopentyl methyl ether or 2-methyltetrahydrofuran employing NH4HSO4supported on SiO2as a recyclable acidic catalyst. Easy work up of the reaction mixtures and the versatility of the solvents allowed further conversion of the reaction products under one-pot reaction conditions.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11388/219381
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