Copper-Mediated and Copper-Catalyzed Cross-Coupling of Indoles and 1,3-Azoles: Double CH Activation
A new bronze age: The described copper‐mediated cross‐coupling with double CH activation can provide a convergent access to indole‐containing biheteroaryls that are of high interest in pharmaceutical and medicinal chemistry. In this strategy an easily attachable and detachable 2‐pyrimidyl directing...
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Veröffentlicht in: | Angewandte Chemie International Edition 2012-07, Vol.51 (28), p.6993-6997 |
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creator | Nishino, Mayuko Hirano, Koji Satoh, Tetsuya Miura, Masahiro |
description | A new bronze age: The described copper‐mediated cross‐coupling with double CH activation can provide a convergent access to indole‐containing biheteroaryls that are of high interest in pharmaceutical and medicinal chemistry. In this strategy an easily attachable and detachable 2‐pyrimidyl directing group is used. Moreover, a variant that is catalytic in copper is achieved by using atmospheric oxygen as an ideal co‐oxidant (see scheme). |
doi_str_mv | 10.1002/anie.201201491 |
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KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4821-316ce63dad63ffc55f09471cdf46774d236761bc40587545dd12a507e3b828ee3</citedby><cites>FETCH-LOGICAL-c4821-316ce63dad63ffc55f09471cdf46774d236761bc40587545dd12a507e3b828ee3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201201491$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201201491$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22653812$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nishino, Mayuko</creatorcontrib><creatorcontrib>Hirano, Koji</creatorcontrib><creatorcontrib>Satoh, Tetsuya</creatorcontrib><creatorcontrib>Miura, Masahiro</creatorcontrib><title>Copper-Mediated and Copper-Catalyzed Cross-Coupling of Indoles and 1,3-Azoles: Double CH Activation</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. 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Moreover, a variant that is catalytic in copper is achieved by using atmospheric oxygen as an ideal co‐oxidant (see scheme).</description><subject>Activation</subject><subject>Age</subject><subject>Atmospherics</subject><subject>Azoles - chemistry</subject><subject>Benzoxazoles - chemistry</subject><subject>Bronzes</subject><subject>Carbon - chemistry</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Copper</subject><subject>Copper - pharmacology</subject><subject>cross-coupling</subject><subject>CH activation</subject><subject>Detaching</subject><subject>indoles</subject><subject>Indoles - chemistry</subject><subject>Molecular Structure</subject><subject>Oxidants - pharmacology</subject><subject>Oxidative Coupling</subject><subject>Oxygen - chemistry</subject><subject>Strategy</subject><subject>synthetic methods</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkctu1EAQRVsIRB6wZYm8ZBEPXf0ediOTZEZKgoR4LFs97jJq8LiN2w5MfocP4ZP4BWxmMmIXqaSuLp17VapLyAugM6CUvXZNwBmjMJaYwyNyDJJBzrXmj8decJ5rI-GInKT0deSNoeopOWJMSW6AHZOqiG2LXX6NPrgefeYan-1nhetdvb0bh0UXU8qLOLR1aL5kscpWjY81pn84nPF8cTd932Rv47CuMSv-_Pq9zBZlH25dH2LzjDypXJ3w-f49JR8vzj8Uy_zq3eWqWFzlpTDT3qBKVNw7r3hVlVJWdC40lL4SSmvhGVdawboUVBothfQemJNUI18bZhD5KXm18227-H3A1NtNSCXWtWswDsmCpgAwN1w_jFLGJZdamxGd7dByukOHlW27sHHddoTsFIOdYrCHGEbBy733sN6gP-D3dx-B-Q74EWrcPmBnFzer8__N8502pB5_HrSu-2aV5lrazzeX9v3yExTUCGv4X8k0ofU</recordid><startdate>20120709</startdate><enddate>20120709</enddate><creator>Nishino, Mayuko</creator><creator>Hirano, Koji</creator><creator>Satoh, Tetsuya</creator><creator>Miura, Masahiro</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><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>7X8</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20120709</creationdate><title>Copper-Mediated and Copper-Catalyzed Cross-Coupling of Indoles and 1,3-Azoles: Double CH Activation</title><author>Nishino, Mayuko ; Hirano, Koji ; Satoh, Tetsuya ; Miura, Masahiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4821-316ce63dad63ffc55f09471cdf46774d236761bc40587545dd12a507e3b828ee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Activation</topic><topic>Age</topic><topic>Atmospherics</topic><topic>Azoles - chemistry</topic><topic>Benzoxazoles - chemistry</topic><topic>Bronzes</topic><topic>Carbon - chemistry</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Copper</topic><topic>Copper - pharmacology</topic><topic>cross-coupling</topic><topic>CH activation</topic><topic>Detaching</topic><topic>indoles</topic><topic>Indoles - chemistry</topic><topic>Molecular Structure</topic><topic>Oxidants - pharmacology</topic><topic>Oxidative Coupling</topic><topic>Oxygen - chemistry</topic><topic>Strategy</topic><topic>synthetic methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nishino, Mayuko</creatorcontrib><creatorcontrib>Hirano, Koji</creatorcontrib><creatorcontrib>Satoh, Tetsuya</creatorcontrib><creatorcontrib>Miura, Masahiro</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nishino, Mayuko</au><au>Hirano, Koji</au><au>Satoh, Tetsuya</au><au>Miura, Masahiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper-Mediated and Copper-Catalyzed Cross-Coupling of Indoles and 1,3-Azoles: Double CH Activation</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. 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subjects | Activation Age Atmospherics Azoles - chemistry Benzoxazoles - chemistry Bronzes Carbon - chemistry Catalysis Catalysts Copper Copper - pharmacology cross-coupling CH activation Detaching indoles Indoles - chemistry Molecular Structure Oxidants - pharmacology Oxidative Coupling Oxygen - chemistry Strategy synthetic methods |
title | Copper-Mediated and Copper-Catalyzed Cross-Coupling of Indoles and 1,3-Azoles: Double CH Activation |
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