Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane
[Display omitted] An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, has been developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions....
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Veröffentlicht in: | Chinese chemical letters 2019-03, Vol.30 (3), p.725-728 |
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creator | Liu, Bin Zhou, Xigeng |
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An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, has been developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated. |
doi_str_mv | 10.1016/j.cclet.2018.11.025 |
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An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, has been developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.</description><identifier>ISSN: 1001-8417</identifier><identifier>EISSN: 1878-5964</identifier><identifier>DOI: 10.1016/j.cclet.2018.11.025</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>1,2-Phenylenedimethanol ; Isobenzofuran-1(3H)-one ; Reductive transformation ; Ring-opening reaction ; Silane</subject><ispartof>Chinese chemical letters, 2019-03, Vol.30 (3), p.725-728</ispartof><rights>2019 The Author</rights><rights>Copyright © Wanfang Data Co. Ltd. All Rights Reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c335t-e8273592e81927cc2056a34ce4650935f78b33851797514f636adfade02fc1393</citedby><cites>FETCH-LOGICAL-c335t-e8273592e81927cc2056a34ce4650935f78b33851797514f636adfade02fc1393</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Uhttp://www.wanfangdata.com.cn/images/PeriodicalImages/zghxkb/zghxkb.jpg</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.cclet.2018.11.025$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids></links><search><creatorcontrib>Liu, Bin</creatorcontrib><creatorcontrib>Zhou, Xigeng</creatorcontrib><title>Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane</title><title>Chinese chemical letters</title><description>[Display omitted]
An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, has been developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.</description><subject>1,2-Phenylenedimethanol</subject><subject>Isobenzofuran-1(3H)-one</subject><subject>Reductive transformation</subject><subject>Ring-opening reaction</subject><subject>Silane</subject><issn>1001-8417</issn><issn>1878-5964</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kLtOxDAQRSMEEs8voEkHSDh47DhxCgqEeElIFEBtOc6YeMnaKzsLLF9PlqWmminuuaM5WXYMtAAK1cWsMGbAsWAUZAFQUCa2sj2QtSSiqcrtaacUiCyh3s32U5pRyqTk1V7WP6_82GNyKQ82h3NGFj361YAeOzfHsdc-DClvV3mrE5JFDPMwYpdH7JZmdMGvMZdCi_472GXUnsApvz8jwWPKP93Y58kN2uNhtmP1kPDobx5kr7c3L9f35PHp7uH66pEYzsVIULKai4ahhIbVxjAqKs1Lg2UlaMOFrWXLuRRQN7WA0la80p3VHVJmDfCGH2Qnm95P7a32b2oWltFPF9X3W__13k6KGsppWU5JvkmaGFKKaNUiurmOKwVUrbWqmfrVqtZaFYCatE7U5YbC6YkPh1El49CbSVdEM6ouuH_5H-FLgWc</recordid><startdate>20190301</startdate><enddate>20190301</enddate><creator>Liu, Bin</creator><creator>Zhou, Xigeng</creator><general>Elsevier B.V</general><general>Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200433, China</general><general>Technology Research Insititute of Shanghai Huayi (Group) Company, Shanghai 200241, China%Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200433, China</general><scope>AAYXX</scope><scope>CITATION</scope><scope>2B.</scope><scope>4A8</scope><scope>92I</scope><scope>93N</scope><scope>PSX</scope><scope>TCJ</scope></search><sort><creationdate>20190301</creationdate><title>Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane</title><author>Liu, Bin ; Zhou, Xigeng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-e8273592e81927cc2056a34ce4650935f78b33851797514f636adfade02fc1393</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>1,2-Phenylenedimethanol</topic><topic>Isobenzofuran-1(3H)-one</topic><topic>Reductive transformation</topic><topic>Ring-opening reaction</topic><topic>Silane</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Bin</creatorcontrib><creatorcontrib>Zhou, Xigeng</creatorcontrib><collection>CrossRef</collection><collection>Wanfang Data Journals - Hong Kong</collection><collection>WANFANG Data Centre</collection><collection>Wanfang Data Journals</collection><collection>万方数据期刊 - 香港版</collection><collection>China Online Journals (COJ)</collection><collection>China Online Journals (COJ)</collection><jtitle>Chinese chemical letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Bin</au><au>Zhou, Xigeng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane</atitle><jtitle>Chinese chemical letters</jtitle><date>2019-03-01</date><risdate>2019</risdate><volume>30</volume><issue>3</issue><spage>725</spage><epage>728</epage><pages>725-728</pages><issn>1001-8417</issn><eissn>1878-5964</eissn><abstract>[Display omitted]
An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, has been developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.cclet.2018.11.025</doi><tpages>4</tpages></addata></record> |
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subjects | 1,2-Phenylenedimethanol Isobenzofuran-1(3H)-one Reductive transformation Ring-opening reaction Silane |
title | Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane |
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