Palladium‐Catalyzed Synthesis of Bicyclic Derivatives from the Cyclization/1,4‐Difunctionalization of Bromoarenes with Diazo Compounds
A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds has been developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is a key for the remarkable 1,4‐selectivity of this reaction, providing fu...
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| Veröffentlicht in: | Asian journal of organic chemistry 2024-02, Vol.13 (2), p.n/a |
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| container_title | Asian journal of organic chemistry |
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| creator | Kato, Hiroki Fukuhara, Yuki Miyazaki, Ryuya Muto, Kei Yamaguchi, Junichiro |
| description | A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds has been developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is a key for the remarkable 1,4‐selectivity of this reaction, providing functionalized indans and tetralins.
A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds was developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is key for the remarkable 1,4‐selectivity of this reaction, and provides functionalized indans and tetralins. |
| doi_str_mv | 10.1002/ajoc.202300548 |
| format | Article |
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A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds was developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is key for the remarkable 1,4‐selectivity of this reaction, and provides functionalized indans and tetralins.</description><identifier>ISSN: 2193-5807</identifier><identifier>EISSN: 2193-5815</identifier><identifier>DOI: 10.1002/ajoc.202300548</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>benzyl palladium ; Chemical synthesis ; cyclization ; difunctionalization ; indan ; Nucleophiles ; Palladium ; tetralin</subject><ispartof>Asian journal of organic chemistry, 2024-02, Vol.13 (2), p.n/a</ispartof><rights>2023 Wiley‐VCH GmbH</rights><rights>2024 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2728-336ee453f22646a161cd16702a582779aa4fa91141b71c4f99fbe17dda2a12993</cites><orcidid>0000-0001-8301-4384 ; 0000-0002-3896-5882 ; 0000-0002-0086-2191</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fajoc.202300548$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fajoc.202300548$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Kato, Hiroki</creatorcontrib><creatorcontrib>Fukuhara, Yuki</creatorcontrib><creatorcontrib>Miyazaki, Ryuya</creatorcontrib><creatorcontrib>Muto, Kei</creatorcontrib><creatorcontrib>Yamaguchi, Junichiro</creatorcontrib><title>Palladium‐Catalyzed Synthesis of Bicyclic Derivatives from the Cyclization/1,4‐Difunctionalization of Bromoarenes with Diazo Compounds</title><title>Asian journal of organic chemistry</title><description>A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds has been developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is a key for the remarkable 1,4‐selectivity of this reaction, providing functionalized indans and tetralins.
A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds was developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is key for the remarkable 1,4‐selectivity of this reaction, and provides functionalized indans and tetralins.</description><subject>benzyl palladium</subject><subject>Chemical synthesis</subject><subject>cyclization</subject><subject>difunctionalization</subject><subject>indan</subject><subject>Nucleophiles</subject><subject>Palladium</subject><subject>tetralin</subject><issn>2193-5807</issn><issn>2193-5815</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAQhiMEElXpymyJlba28-mxpHyqUpGAObo6tuoqiYudtEonZiZ-I78Eh0IZucWnu_d55Xs975zgEcGYjmGl-Yhi6mMcBsmR16OE-cMwIeHxocfxqTewdoVdxTEjlPW890coCshVU36-faRQQ9HuRI6e2qpeCqss0hJdKd7yQnE0FUZtoFYbYZE0ukROg9Jut3NTXY3JZeBspko2Fe8G8Lv5tnGEBiMqR29VvURTBTuNUl2udVPl9sw7kVBYMfh5-97LzfVzejeczW_v08lsyGlMk6HvR0IEoS8pjYIISER4TqIYUwgT6s4CCCQwQgKyiAkPJGNyIUic50DBncz8vnex910b_doIW2cr3Rj3V5tR5lPKaJgkTjXaq7jR1hohs7VRJZg2IzjrIs-6yLND5A5ge2CrCtH-o84mD_P0j_0CgguI5w</recordid><startdate>202402</startdate><enddate>202402</enddate><creator>Kato, Hiroki</creator><creator>Fukuhara, Yuki</creator><creator>Miyazaki, Ryuya</creator><creator>Muto, Kei</creator><creator>Yamaguchi, Junichiro</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-8301-4384</orcidid><orcidid>https://orcid.org/0000-0002-3896-5882</orcidid><orcidid>https://orcid.org/0000-0002-0086-2191</orcidid></search><sort><creationdate>202402</creationdate><title>Palladium‐Catalyzed Synthesis of Bicyclic Derivatives from the Cyclization/1,4‐Difunctionalization of Bromoarenes with Diazo Compounds</title><author>Kato, Hiroki ; Fukuhara, Yuki ; Miyazaki, Ryuya ; Muto, Kei ; Yamaguchi, Junichiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2728-336ee453f22646a161cd16702a582779aa4fa91141b71c4f99fbe17dda2a12993</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>benzyl palladium</topic><topic>Chemical synthesis</topic><topic>cyclization</topic><topic>difunctionalization</topic><topic>indan</topic><topic>Nucleophiles</topic><topic>Palladium</topic><topic>tetralin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kato, Hiroki</creatorcontrib><creatorcontrib>Fukuhara, Yuki</creatorcontrib><creatorcontrib>Miyazaki, Ryuya</creatorcontrib><creatorcontrib>Muto, Kei</creatorcontrib><creatorcontrib>Yamaguchi, Junichiro</creatorcontrib><collection>CrossRef</collection><jtitle>Asian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kato, Hiroki</au><au>Fukuhara, Yuki</au><au>Miyazaki, Ryuya</au><au>Muto, Kei</au><au>Yamaguchi, Junichiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium‐Catalyzed Synthesis of Bicyclic Derivatives from the Cyclization/1,4‐Difunctionalization of Bromoarenes with Diazo Compounds</atitle><jtitle>Asian journal of organic chemistry</jtitle><date>2024-02</date><risdate>2024</risdate><volume>13</volume><issue>2</issue><epage>n/a</epage><issn>2193-5807</issn><eissn>2193-5815</eissn><abstract>A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds has been developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is a key for the remarkable 1,4‐selectivity of this reaction, providing functionalized indans and tetralins.
A Pd‐catalyzed cyclization/1,4‐difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds was developed. The present reaction proceeds through a π‐benzyl palladium intermediate, whose reactivity is key for the remarkable 1,4‐selectivity of this reaction, and provides functionalized indans and tetralins.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ajoc.202300548</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-8301-4384</orcidid><orcidid>https://orcid.org/0000-0002-3896-5882</orcidid><orcidid>https://orcid.org/0000-0002-0086-2191</orcidid></addata></record> |
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| subjects | benzyl palladium Chemical synthesis cyclization difunctionalization indan Nucleophiles Palladium tetralin |
| title | Palladium‐Catalyzed Synthesis of Bicyclic Derivatives from the Cyclization/1,4‐Difunctionalization of Bromoarenes with Diazo Compounds |
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