Magnetic Fe3O4@silica sulfuric acid nanoparticles promoted regioselective protection/deprotection of alcohols with dihydropyran under solvent-free conditions
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. The synthesized nanocatalyst was characterized by XRD, TEM, FT-IR e...
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Veröffentlicht in: | RSC advances 2017-01, Vol.7 (89), p.56559-56565 |
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creator | Rajkumari, Kalyani Kalita, Juri Das, Diparjun Rokhum, Samuel Lalthazuala |
description | 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. The synthesized nanocatalyst was characterized by XRD, TEM, FT-IR etc. A wide range of tetrahydropyranylated alcohol derivatives were synthesized using this heterogeneous magnetic nanocatalyst within 10–20 min with high yields. In addition, tetrahydropyranyl ethers could also be deprotected to the parent alcoholic compounds in the presence of MeOH using the same catalyst. After completion of the reactions, the catalyst was easily separated from the reaction medium using an external magnet, which ameliorated the overall synthetic process. The catalyst was recovered and reused for five successive reactions without any appreciable loss in its activity. Mild reactions conditions, operational simplicity, solvent free conditions, high selectivity, easy recyclability of the magnetic nanocatalyst, and high yields can be considered as the advantageous features of our procedure. |
doi_str_mv | 10.1039/c7ra12458a |
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The synthesized nanocatalyst was characterized by XRD, TEM, FT-IR etc. A wide range of tetrahydropyranylated alcohol derivatives were synthesized using this heterogeneous magnetic nanocatalyst within 10–20 min with high yields. In addition, tetrahydropyranyl ethers could also be deprotected to the parent alcoholic compounds in the presence of MeOH using the same catalyst. After completion of the reactions, the catalyst was easily separated from the reaction medium using an external magnet, which ameliorated the overall synthetic process. The catalyst was recovered and reused for five successive reactions without any appreciable loss in its activity. 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Mild reactions conditions, operational simplicity, solvent free conditions, high selectivity, easy recyclability of the magnetic nanocatalyst, and high yields can be considered as the advantageous features of our procedure.</description><subject>Alcohols</subject><subject>Catalysts</subject><subject>Ethers</subject><subject>Hydroxyl groups</subject><subject>Iron oxides</subject><subject>Nanoparticles</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Recyclability</subject><subject>Selectivity</subject><subject>Silicon dioxide</subject><subject>Solvents</subject><subject>Sulfur</subject><subject>Sulfuric acid</subject><subject>Synthesis</subject><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNpFkMFKAzEQhoMgWGovPkHA89okm6TZm1KsCpVe9FzSZNKmxKQmu5U-jO9qioJzmZmP-f8ZBqEbSu4oabupmWVNGRdKX6ARI1w2jMjuCk1K2ZMaUlAm6Qh9v-pthN4bvIB2xe-LD95oXIbghlypNt7iqGM66FynAhR8yOkj9WBxhq1PBQKY3h_hzPtzmeLUwn-Dk8M6mLRLoeAv3--w9buTzelwyjriIVrIuKRwhNg3LgNgk6L1Z2m5RpdOhwKTvzxG74vHt_lzs1w9vcwflo1hklSVtlox1rWEK6f4hlLuBHSKU602bdc5p5SVdKM7KZwTirba8foTIpQyFbZjdPvrW8_-HKD0630acqwr10xIwgSd0Vn7A2gQbZ0</recordid><startdate>20170101</startdate><enddate>20170101</enddate><creator>Rajkumari, Kalyani</creator><creator>Kalita, Juri</creator><creator>Das, Diparjun</creator><creator>Rokhum, Samuel Lalthazuala</creator><general>Royal Society of Chemistry</general><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20170101</creationdate><title>Magnetic Fe3O4@silica sulfuric acid nanoparticles promoted regioselective protection/deprotection of alcohols with dihydropyran under solvent-free conditions</title><author>Rajkumari, Kalyani ; Kalita, Juri ; Das, Diparjun ; Rokhum, Samuel Lalthazuala</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c260t-fada82293048f84b114f5e9841a8b399ff88d61ba965ff5813af40460588ca963</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Alcohols</topic><topic>Catalysts</topic><topic>Ethers</topic><topic>Hydroxyl groups</topic><topic>Iron oxides</topic><topic>Nanoparticles</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Recyclability</topic><topic>Selectivity</topic><topic>Silicon dioxide</topic><topic>Solvents</topic><topic>Sulfur</topic><topic>Sulfuric acid</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rajkumari, Kalyani</creatorcontrib><creatorcontrib>Kalita, Juri</creatorcontrib><creatorcontrib>Das, Diparjun</creatorcontrib><creatorcontrib>Rokhum, Samuel Lalthazuala</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rajkumari, Kalyani</au><au>Kalita, Juri</au><au>Das, Diparjun</au><au>Rokhum, Samuel Lalthazuala</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Magnetic Fe3O4@silica sulfuric acid nanoparticles promoted regioselective protection/deprotection of alcohols with dihydropyran under solvent-free conditions</atitle><jtitle>RSC advances</jtitle><date>2017-01-01</date><risdate>2017</risdate><volume>7</volume><issue>89</issue><spage>56559</spage><epage>56565</epage><pages>56559-56565</pages><eissn>2046-2069</eissn><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. The synthesized nanocatalyst was characterized by XRD, TEM, FT-IR etc. A wide range of tetrahydropyranylated alcohol derivatives were synthesized using this heterogeneous magnetic nanocatalyst within 10–20 min with high yields. In addition, tetrahydropyranyl ethers could also be deprotected to the parent alcoholic compounds in the presence of MeOH using the same catalyst. After completion of the reactions, the catalyst was easily separated from the reaction medium using an external magnet, which ameliorated the overall synthetic process. The catalyst was recovered and reused for five successive reactions without any appreciable loss in its activity. 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subjects | Alcohols Catalysts Ethers Hydroxyl groups Iron oxides Nanoparticles NMR Nuclear magnetic resonance Recyclability Selectivity Silicon dioxide Solvents Sulfur Sulfuric acid Synthesis |
title | Magnetic Fe3O4@silica sulfuric acid nanoparticles promoted regioselective protection/deprotection of alcohols with dihydropyran under solvent-free conditions |
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