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

• Ugo Azzena,
• Massimo Carraro,
• Gloria Modugno,
• Luisa Pisano and
• Luigi Urtis

Beilstein J. Org. Chem. 2018, 14, 1655–1659, doi:10.3762/bjoc.14.141

• one-pot reaction conditions. Keywords: green chemistry; green solvents; heterogeneous catalysts; multistep reactions; tetrahydropyranylation; Introduction Due to their general stability to a wide range of reagents and ease of removal, tetrahydropyranyl (THP) ethers are widely employed in multistep

• involving highly polar nucleophilic reagents such as organolithium and organomagnesium compounds or aluminium hydrides, tetrahydropyranylation reactions are usually run in hydrocarbons, chloroalkanes or dipolar aprotic solvents [1][2][8][9][10][11][12][13][14][15], thus affording a paradigmatic example of

• tetrahydropyranylation of alcohols and phenols in cyclopentyl methyl ether (CPME) and 2-methyltetrahydrofuran (2-MeTHF) in the presence of heterogeneous acidic catalysts. Indeed, both CPME [19][20][21][22] and 2-MeTHF [21][22][23][24][25] are characterized by relatively high boiling points, a narrow explosion range