Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis
Top of the one‐pots! The first palladium‐catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional‐group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH‐indole; see scheme). Pd/MeO‐CM‐phos allows one‐pot sequential r...
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Veröffentlicht in: | Chemistry : a European journal 2011-06, Vol.17 (25), p.6913-6917 |
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creator | Chow, Wing Kin So, Chau Ming Lau, Chak Po Kwong, Fuk Yee |
description | Top of the one‐pots! The first palladium‐catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional‐group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH‐indole; see scheme). Pd/MeO‐CM‐phos allows one‐pot sequential reactions in the preparation of unsymmetrical biaryls. |
doi_str_mv | 10.1002/chem.201100361 |
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The first palladium‐catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional‐group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH‐indole; see scheme). Pd/MeO‐CM‐phos allows one‐pot sequential reactions in the preparation of unsymmetrical biaryls.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201100361</identifier><identifier>PMID: 21547969</identifier><identifier>CODEN: CEUJED</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Aromatic compounds ; biaryls ; borylation ; Chemistry ; Compatibility ; cross-coupling ; Palladium ; phosphine ; Synthesis ; tosylates</subject><ispartof>Chemistry : a European journal, 2011-06, Vol.17 (25), p.6913-6917</ispartof><rights>Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2011 WILEY-VCH Verlag GmbH & Co. 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Eur. J</addtitle><description>Top of the one‐pots! The first palladium‐catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional‐group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH‐indole; see scheme). Pd/MeO‐CM‐phos allows one‐pot sequential reactions in the preparation of unsymmetrical biaryls.</description><subject>Aromatic compounds</subject><subject>biaryls</subject><subject>borylation</subject><subject>Chemistry</subject><subject>Compatibility</subject><subject>cross-coupling</subject><subject>Palladium</subject><subject>phosphine</subject><subject>Synthesis</subject><subject>tosylates</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkUtvEzEUhS0EomlhyxJZYgGbCdf2jD1eplEfiKatlCKWljO-o7idRzqeEUz_Qv80DikRsICNrWN95-j6HkLeMJgyAP6xWGM95cCiEJI9IxOWcZYIJbPnZAI6VYnMhD4ghyHcAoCWQrwkB5xlqdJST8jjta0q6_xQJ3Pb22p8QEeP226sbO_bhrYlnUVBFxi2TxiobRy9af9Qa_QdnW02lS9-ugL1Db1qMLlue7rE-wGb3tuKLoeH4c4nCz_aobP02Ntt9HJs-jUGH16RF6WtAr5-uo_Il9OTm_l5cnF19mk-u0iKNBUsKbFwmGaOpUUpLShwJdMpSJ0xvcotj4dbcc0RMi2BIWIhHDDhZMmdcitxRN7vcjddG2cLval9KDDuocF2CCZXwDWDXEXywz9JlgOkWmc5i-i7v9Dbduia-A_DlJQyxnGI1HRHFV0bQoel2XS-jmswDMy2ULMt1OwLjYa3T7HDqka3x381GAG9A775Csf_xJn5-cni9_Bk5_Whx-97r-3ujFRCZebr5ZnJ8tPPlyoXZil-AGggvRA</recordid><startdate>20110614</startdate><enddate>20110614</enddate><creator>Chow, Wing Kin</creator><creator>So, Chau Ming</creator><creator>Lau, Chak Po</creator><creator>Kwong, Fuk Yee</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20110614</creationdate><title>Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis</title><author>Chow, Wing Kin ; So, Chau Ming ; Lau, Chak Po ; Kwong, Fuk Yee</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4431-fecde45d14cf6a070df194069519b8a29b8db292e059601eeec3d013d6f2d7db3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Aromatic compounds</topic><topic>biaryls</topic><topic>borylation</topic><topic>Chemistry</topic><topic>Compatibility</topic><topic>cross-coupling</topic><topic>Palladium</topic><topic>phosphine</topic><topic>Synthesis</topic><topic>tosylates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chow, Wing Kin</creatorcontrib><creatorcontrib>So, Chau Ming</creatorcontrib><creatorcontrib>Lau, Chak Po</creatorcontrib><creatorcontrib>Kwong, Fuk Yee</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chow, Wing Kin</au><au>So, Chau Ming</au><au>Lau, Chak Po</au><au>Kwong, Fuk Yee</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. Eur. J</addtitle><date>2011-06-14</date><risdate>2011</risdate><volume>17</volume><issue>25</issue><spage>6913</spage><epage>6917</epage><pages>6913-6917</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><coden>CEUJED</coden><abstract>Top of the one‐pots! The first palladium‐catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional‐group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH‐indole; see scheme). Pd/MeO‐CM‐phos allows one‐pot sequential reactions in the preparation of unsymmetrical biaryls.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>21547969</pmid><doi>10.1002/chem.201100361</doi><tpages>5</tpages></addata></record> |
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subjects | Aromatic compounds biaryls borylation Chemistry Compatibility cross-coupling Palladium phosphine Synthesis tosylates |
title | Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis |
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