1‐Haloalkynes: Privileged Substrates for Gold Catalysis
Alkynes have been the preferred substrates since the early development of gold catalysis at the dawn of this century. Amongst them, 1‐haloalkynes have gained increased interest in recent years due to the versatility offered by these bifunctional entities as well as the identification of unique react...
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| creator | Miguélez, Rubén Arto, Omar Rodríguez‐Arias, Carlos González, José Manuel Barrio, Pablo |
| description | Alkynes have been the preferred substrates since the early development of gold catalysis at the dawn of this century. Amongst them, 1‐haloalkynes have gained increased interest in recent years due to the versatility offered by these bifunctional entities as well as the identification of unique reaction modes in this already mature research field. Herein, the seminal contributions that resulted in the observed growth in recent years and the most recent developments will be discussed.
The ability of 1‐haloalkynes to undergo halogen migrations under gold catalysis has unveiled unprecedented reaction modes. C−H insertions, alkyne dimerization and olefin haloalkynylation are amongst the most characteristic reactivities of these multifaceted reagents. The presence of a C−Br bond in the products ready for further functionalization results in an increased added value. |
| doi_str_mv | 10.1002/cctc.202400617 |
| format | Article |
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The ability of 1‐haloalkynes to undergo halogen migrations under gold catalysis has unveiled unprecedented reaction modes. C−H insertions, alkyne dimerization and olefin haloalkynylation are amongst the most characteristic reactivities of these multifaceted reagents. The presence of a C−Br bond in the products ready for further functionalization results in an increased added value.</description><identifier>ISSN: 1867-3880</identifier><identifier>EISSN: 1867-3899</identifier><identifier>DOI: 10.1002/cctc.202400617</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>1-haloakynes ; [1,2]-shift ; Alkynes ; Catalysis ; C−H functionalization ; Gold ; gold catalysis ; reaction mechanism</subject><ispartof>ChemCatChem, 2024-10, Vol.16 (20), p.n/a</ispartof><rights>2024 The Authors. ChemCatChem published by Wiley-VCH GmbH</rights><rights>2024. This article is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2427-395e86accb07ec3b28ced474e3e98ae6131ef1d4707312ebd6aa2333d62ec3653</cites><orcidid>0000-0001-7101-4037</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%2Fcctc.202400617$$EPDF$$P50$$Gwiley$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcctc.202400617$$EHTML$$P50$$Gwiley$$Hfree_for_read</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Miguélez, Rubén</creatorcontrib><creatorcontrib>Arto, Omar</creatorcontrib><creatorcontrib>Rodríguez‐Arias, Carlos</creatorcontrib><creatorcontrib>González, José Manuel</creatorcontrib><creatorcontrib>Barrio, Pablo</creatorcontrib><title>1‐Haloalkynes: Privileged Substrates for Gold Catalysis</title><title>ChemCatChem</title><description>Alkynes have been the preferred substrates since the early development of gold catalysis at the dawn of this century. Amongst them, 1‐haloalkynes have gained increased interest in recent years due to the versatility offered by these bifunctional entities as well as the identification of unique reaction modes in this already mature research field. Herein, the seminal contributions that resulted in the observed growth in recent years and the most recent developments will be discussed.
The ability of 1‐haloalkynes to undergo halogen migrations under gold catalysis has unveiled unprecedented reaction modes. C−H insertions, alkyne dimerization and olefin haloalkynylation are amongst the most characteristic reactivities of these multifaceted reagents. The presence of a C−Br bond in the products ready for further functionalization results in an increased added value.</description><subject>1-haloakynes</subject><subject>[1,2]-shift</subject><subject>Alkynes</subject><subject>Catalysis</subject><subject>C−H functionalization</subject><subject>Gold</subject><subject>gold catalysis</subject><subject>reaction mechanism</subject><issn>1867-3880</issn><issn>1867-3899</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><recordid>eNqFkEFLxDAQhYMouK5ePRc8d80kbZp4k6K7woKC6zmk6VS61u2atEpv_gR_o7_ELJX16GmG4XvzeI-Qc6AzoJRdWtvZGaMsoVRAdkAmIEUWc6nU4X6X9JiceL8OiOJZOiEKvj-_FqZpTfMybNBfRQ-ufq8bfMYyeuwL3znToY-q1kXztimj3HSmGXztT8lRZRqPZ79zSp5ub1b5Il7ez-_y62VsWcKCp0pRCmNtQTO0vGDSYplkCXJU0qAADlhBuNCMA8OiFMYwznkpWMBFyqfkYvy7de1bj77T67Z3m2CpOYCUwFTCAjUbKeta7x1WeuvqV-MGDVTv6tG7evS-niBQo-AjhB3-oXWer_I_7Q_lf2lb</recordid><startdate>20241021</startdate><enddate>20241021</enddate><creator>Miguélez, Rubén</creator><creator>Arto, Omar</creator><creator>Rodríguez‐Arias, Carlos</creator><creator>González, José Manuel</creator><creator>Barrio, Pablo</creator><general>Wiley Subscription Services, Inc</general><scope>24P</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-7101-4037</orcidid></search><sort><creationdate>20241021</creationdate><title>1‐Haloalkynes: Privileged Substrates for Gold Catalysis</title><author>Miguélez, Rubén ; Arto, Omar ; Rodríguez‐Arias, Carlos ; González, José Manuel ; Barrio, Pablo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2427-395e86accb07ec3b28ced474e3e98ae6131ef1d4707312ebd6aa2333d62ec3653</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>1-haloakynes</topic><topic>[1,2]-shift</topic><topic>Alkynes</topic><topic>Catalysis</topic><topic>C−H functionalization</topic><topic>Gold</topic><topic>gold catalysis</topic><topic>reaction mechanism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Miguélez, Rubén</creatorcontrib><creatorcontrib>Arto, Omar</creatorcontrib><creatorcontrib>Rodríguez‐Arias, Carlos</creatorcontrib><creatorcontrib>González, José Manuel</creatorcontrib><creatorcontrib>Barrio, Pablo</creatorcontrib><collection>Wiley-Blackwell Open Access Titles</collection><collection>CrossRef</collection><jtitle>ChemCatChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Miguélez, Rubén</au><au>Arto, Omar</au><au>Rodríguez‐Arias, Carlos</au><au>González, José Manuel</au><au>Barrio, Pablo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>1‐Haloalkynes: Privileged Substrates for Gold Catalysis</atitle><jtitle>ChemCatChem</jtitle><date>2024-10-21</date><risdate>2024</risdate><volume>16</volume><issue>20</issue><epage>n/a</epage><issn>1867-3880</issn><eissn>1867-3899</eissn><abstract>Alkynes have been the preferred substrates since the early development of gold catalysis at the dawn of this century. Amongst them, 1‐haloalkynes have gained increased interest in recent years due to the versatility offered by these bifunctional entities as well as the identification of unique reaction modes in this already mature research field. Herein, the seminal contributions that resulted in the observed growth in recent years and the most recent developments will be discussed.
The ability of 1‐haloalkynes to undergo halogen migrations under gold catalysis has unveiled unprecedented reaction modes. C−H insertions, alkyne dimerization and olefin haloalkynylation are amongst the most characteristic reactivities of these multifaceted reagents. The presence of a C−Br bond in the products ready for further functionalization results in an increased added value.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/cctc.202400617</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-7101-4037</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | 1-haloakynes [1,2]-shift Alkynes Catalysis C−H functionalization Gold gold catalysis reaction mechanism |
| title | 1‐Haloalkynes: Privileged Substrates for Gold Catalysis |
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