An Efficient Catalytic Oxidation of p-Alkoxypenols to p-Quinones Using Tetrabutylammonium Bromide and Oxone
A catalytic oxidation of p-alkoxyphenols was developed using tetrabutylammonium bromide (TBAB) and Oxone®. The reaction of p-alkoxyphenol (1) with a catalytic amount of TBAB in the presence of Oxone® as a co-oxidant in acetonitrile–water (2 : 1) gave the corresponding p-quinone (2) in excellent yiel...
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| Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2011/01/01, Vol.59(1), pp.132-134 |
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| container_title | Chemical & Pharmaceutical Bulletin |
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| creator | Yakura, Takayuki Ozono, Ayaka Morimoto, Kohei |
| description | A catalytic oxidation of p-alkoxyphenols was developed using tetrabutylammonium bromide (TBAB) and Oxone®. The reaction of p-alkoxyphenol (1) with a catalytic amount of TBAB in the presence of Oxone® as a co-oxidant in acetonitrile–water (2 : 1) gave the corresponding p-quinone (2) in excellent yield without special treatment. |
| doi_str_mv | 10.1248/cpb.59.132 |
| format | Article |
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The reaction of p-alkoxyphenol (1) with a catalytic amount of TBAB in the presence of Oxone® as a co-oxidant in acetonitrile–water (2 : 1) gave the corresponding p-quinone (2) in excellent yield without special treatment.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.59.132</identifier><identifier>PMID: 21212563</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Catalysis ; catalytic oxidation ; Oxidation-Reduction ; Oxone ; p-alkoxyphenol ; p-quinone ; Phenols - chemistry ; Quaternary Ammonium Compounds - chemistry ; Quinones - chemistry ; Sulfuric Acids - chemistry ; tetrabutylammonium bromide</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2011/01/01, Vol.59(1), pp.132-134</ispartof><rights>2011 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2011</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c687t-6bef39c8117fd615359279380905d1c6aba946bb16fdd4c3cde5bbc3fbf74e893</citedby><cites>FETCH-LOGICAL-c687t-6bef39c8117fd615359279380905d1c6aba946bb16fdd4c3cde5bbc3fbf74e893</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,1884,4025,27925,27926,27927</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21212563$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yakura, Takayuki</creatorcontrib><creatorcontrib>Ozono, Ayaka</creatorcontrib><creatorcontrib>Morimoto, Kohei</creatorcontrib><creatorcontrib>University of Toyama</creatorcontrib><creatorcontrib>Graduate School of Medicine and Pharmaceutical Sciences</creatorcontrib><title>An Efficient Catalytic Oxidation of p-Alkoxypenols to p-Quinones Using Tetrabutylammonium Bromide and Oxone</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>A catalytic oxidation of p-alkoxyphenols was developed using tetrabutylammonium bromide (TBAB) and Oxone®. The reaction of p-alkoxyphenol (1) with a catalytic amount of TBAB in the presence of Oxone® as a co-oxidant in acetonitrile–water (2 : 1) gave the corresponding p-quinone (2) in excellent yield without special treatment.</description><subject>Catalysis</subject><subject>catalytic oxidation</subject><subject>Oxidation-Reduction</subject><subject>Oxone</subject><subject>p-alkoxyphenol</subject><subject>p-quinone</subject><subject>Phenols - chemistry</subject><subject>Quaternary Ammonium Compounds - chemistry</subject><subject>Quinones - chemistry</subject><subject>Sulfuric Acids - chemistry</subject><subject>tetrabutylammonium bromide</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkV9rFDEUxYModlt98QNIwAdBmDV_ZyZPsi5tFQpFaJ9DkknabDPJmsxA99ubZeoKErgXcn8595ADwAeM1piw_qvZ6zUXa0zJK7DClHUNJ4S-BiuEkGgIbekZOC9lhxDhqKNvwRnB9fCWrsDTJsJL57zxNk5wqyYVDpM38PbZD2ryKcLk4L7ZhKf0fNjbmEKBU6o3v2YfU7QF3hcfH-CdnbLS83QIahxT9PMIv-c0-sFCFYcqV9l34I1Todj3L_0C3F9d3m1_NDe31z-3m5vGtH03Na22jgrTY9y5ocWcckE6QXskEB-waZVWgrVa49YNAzPUDJZrbajTrmO2F_QCfF509zn9nm2Z5OiLsSGoaNNcZE-IQKRntJKf_iN3ac6xmpOYtYgxzruj3peFMjmVkq2T--xHlQ8SI3lMQNYEJBeyJlDhjy-Ssx7tcEL_fnkFrhegTr1RIcXgo_232JTOPNrRS4IwlghxgWojVKIqfywMU8Gqtar0bVHalUk92NMqlWuCwZ5cLeX4-jR5VFnaSP8AHwevCA</recordid><startdate>20110101</startdate><enddate>20110101</enddate><creator>Yakura, Takayuki</creator><creator>Ozono, Ayaka</creator><creator>Morimoto, Kohei</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>20110101</creationdate><title>An Efficient Catalytic Oxidation of p-Alkoxypenols to p-Quinones Using Tetrabutylammonium Bromide and Oxone</title><author>Yakura, Takayuki ; Ozono, Ayaka ; Morimoto, Kohei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c687t-6bef39c8117fd615359279380905d1c6aba946bb16fdd4c3cde5bbc3fbf74e893</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Catalysis</topic><topic>catalytic oxidation</topic><topic>Oxidation-Reduction</topic><topic>Oxone</topic><topic>p-alkoxyphenol</topic><topic>p-quinone</topic><topic>Phenols - chemistry</topic><topic>Quaternary Ammonium Compounds - chemistry</topic><topic>Quinones - chemistry</topic><topic>Sulfuric Acids - chemistry</topic><topic>tetrabutylammonium bromide</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yakura, Takayuki</creatorcontrib><creatorcontrib>Ozono, Ayaka</creatorcontrib><creatorcontrib>Morimoto, Kohei</creatorcontrib><creatorcontrib>University of Toyama</creatorcontrib><creatorcontrib>Graduate School of Medicine and Pharmaceutical Sciences</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yakura, Takayuki</au><au>Ozono, Ayaka</au><au>Morimoto, Kohei</au><aucorp>University of Toyama</aucorp><aucorp>Graduate School of Medicine and Pharmaceutical Sciences</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Efficient Catalytic Oxidation of p-Alkoxypenols to p-Quinones Using Tetrabutylammonium Bromide and Oxone</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2011-01-01</date><risdate>2011</risdate><volume>59</volume><issue>1</issue><spage>132</spage><epage>134</epage><pages>132-134</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>A catalytic oxidation of p-alkoxyphenols was developed using tetrabutylammonium bromide (TBAB) and Oxone®. The reaction of p-alkoxyphenol (1) with a catalytic amount of TBAB in the presence of Oxone® as a co-oxidant in acetonitrile–water (2 : 1) gave the corresponding p-quinone (2) in excellent yield without special treatment.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>21212563</pmid><doi>10.1248/cpb.59.132</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 2011/01/01, Vol.59(1), pp.132-134 |
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| language | eng |
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| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Catalysis catalytic oxidation Oxidation-Reduction Oxone p-alkoxyphenol p-quinone Phenols - chemistry Quaternary Ammonium Compounds - chemistry Quinones - chemistry Sulfuric Acids - chemistry tetrabutylammonium bromide |
| title | An Efficient Catalytic Oxidation of p-Alkoxypenols to p-Quinones Using Tetrabutylammonium Bromide and Oxone |
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