Abstract
Protection (and deprotection) of hydroxyl groups via tetrahydropyranylation was carried out effectively using a catalytic amount of Fe3O4 supported silica sulphuric acid nanoparticles (Fe3O4@SiO2@SO3H) under solvent-free conditions.
Highlights
During the synthesis of an organic compound, the protection of the free hydroxyl group in a multifunctional alcohol substrate or intermediate is one of the most frequently used strategies.[1,2] For this type of functional manipulation, etheri cation of the hydroxyl group using 3,4dihydro-2H-pyran (DHP) is recognized as the most popular and easy protocol
THP ethers can be converted to various derivatives, such as sul des, halides,[6] esters,[7] cyanides and carbonyl compounds[8] employing speci c methods, which makes them ideal protecting reagents for tetrahydropyranylation. Enumerable catalysts including both homogeneous and heterogeneous catalysts have been reported to date, which have been proposed to catalyze tetrahydropyranylation of free hydroxyl groups
The synthesized Fe3O4@silica sulfonic acid nanoparticles were characterized by Fourier Transform Infrared (FT-IR) spectroscopy, X-Ray Diffraction and Transmission Electron Microscopy (TEM)
Summary
During the synthesis of an organic compound, the protection (and deprotection) of the free hydroxyl group in a multifunctional alcohol substrate or intermediate is one of the most frequently used strategies.[1,2] For this type of functional manipulation, etheri cation of the hydroxyl group using 3,4dihydro-2H-pyran (DHP) is recognized as the most popular and easy protocol. This is because of its several attractive advantages over other protecting reagents, which include ease of its preparation, stability of the corresponding tetrahydropyranyl ethers towards various reaction conditions and use of reagents such as strong bases, hydrides, Grignard reagents and other organometallic reagents.[3,4,5] THP ethers can be converted to various derivatives, such as sul des, halides,[6] esters,[7] cyanides and carbonyl compounds[8] employing speci c methods, which makes them ideal protecting reagents for tetrahydropyranylation Enumerable catalysts including both homogeneous and heterogeneous catalysts have been reported to date, which have been proposed to catalyze tetrahydropyranylation of free hydroxyl groups. Taking into account the advantages of heterogeneous catalysts over homogeneous catalysts in terms of
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