Cross-Coupling/Cyclization Reactions of Two Different Allenic Moieties
The allene moiety represents an excellent building block for allene cross‐coupling cyclization reactions, affording heterocyclic skeletons in a single step. This strategy is of particular interest when two different allene derivatives are involved in a series of metal‐catalyzed cross‐coupling hetero...
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| Veröffentlicht in: | Chemistry : a European journal 2010-05, Vol.16 (20), p.5836-5842 |
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| container_title | Chemistry : a European journal |
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| creator | Alcaide, Benito Almendros, Pedro Martínez del Campo, Teresa |
| description | The allene moiety represents an excellent building block for allene cross‐coupling cyclization reactions, affording heterocyclic skeletons in a single step. This strategy is of particular interest when two different allene derivatives are involved in a series of metal‐catalyzed cross‐coupling heterocyclization processes. This Concept article is focused on the Pd‐catalyzed union of two different allenic moieties, with cyclization of at least one of them by intramolecular cyclometalation. These new, versatile, and highly effective transformations are complex multistep processes leading to potential privileged structures that could find wide applications in related medicinal chemistry.
Simple and practical: The heterocyclization, palladium‐catalyzed cross‐coupling reaction of two different allene moieties (see scheme) is a selective and powerful method for the direct synthesis of functionalized heterocycles of biological interest, namely, butenolides, furanimines, and 2,5‐dihydrofuran derivatives. |
| doi_str_mv | 10.1002/chem.201000550 |
| format | Article |
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Simple and practical: The heterocyclization, palladium‐catalyzed cross‐coupling reaction of two different allene moieties (see scheme) is a selective and powerful method for the direct synthesis of functionalized heterocycles of biological interest, namely, butenolides, furanimines, and 2,5‐dihydrofuran derivatives.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201000550</identifier><identifier>PMID: 20419717</identifier><identifier>CODEN: CEUJED</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Allene ; allenes ; Chemical reactions ; Chemistry ; Cross coupling ; cyclization ; Derivatives ; palladium ; Pharmaceutical industry ; selectivity ; Strategy ; Synthesis (chemistry) ; Transformations ; Unions</subject><ispartof>Chemistry : a European journal, 2010-05, Vol.16 (20), p.5836-5842</ispartof><rights>Copyright © 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4830-a1196feda1fbdcc2b789714ea0695669e73b25ebe1476002df744fb106ecc8553</citedby><cites>FETCH-LOGICAL-c4830-a1196feda1fbdcc2b789714ea0695669e73b25ebe1476002df744fb106ecc8553</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%2Fchem.201000550$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.201000550$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27923,27924,45573,45574</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20419717$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Alcaide, Benito</creatorcontrib><creatorcontrib>Almendros, Pedro</creatorcontrib><creatorcontrib>Martínez del Campo, Teresa</creatorcontrib><title>Cross-Coupling/Cyclization Reactions of Two Different Allenic Moieties</title><title>Chemistry : a European journal</title><addtitle>Chemistry - A European Journal</addtitle><description>The allene moiety represents an excellent building block for allene cross‐coupling cyclization reactions, affording heterocyclic skeletons in a single step. This strategy is of particular interest when two different allene derivatives are involved in a series of metal‐catalyzed cross‐coupling heterocyclization processes. This Concept article is focused on the Pd‐catalyzed union of two different allenic moieties, with cyclization of at least one of them by intramolecular cyclometalation. These new, versatile, and highly effective transformations are complex multistep processes leading to potential privileged structures that could find wide applications in related medicinal chemistry.
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Simple and practical: The heterocyclization, palladium‐catalyzed cross‐coupling reaction of two different allene moieties (see scheme) is a selective and powerful method for the direct synthesis of functionalized heterocycles of biological interest, namely, butenolides, furanimines, and 2,5‐dihydrofuran derivatives.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>20419717</pmid><doi>10.1002/chem.201000550</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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| issn | 0947-6539 1521-3765 |
| language | eng |
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| source | Wiley Online Library All Journals |
| subjects | Allene allenes Chemical reactions Chemistry Cross coupling cyclization Derivatives palladium Pharmaceutical industry selectivity Strategy Synthesis (chemistry) Transformations Unions |
| title | Cross-Coupling/Cyclization Reactions of Two Different Allenic Moieties |
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