Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans
Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been develo...
Gespeichert in:
Veröffentlicht in: | Organic letters 2017-05, Vol.19 (9), p.2422-2425 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2425 |
---|---|
container_issue | 9 |
container_start_page | 2422 |
container_title | Organic letters |
container_volume | 19 |
creator | Ohno, Shohei Takamoto, Kohei Fujioka, Hiromichi Arisawa, Mitsuhiro |
description | Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively. |
doi_str_mv | 10.1021/acs.orglett.7b00985 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1891457367</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1891457367</sourcerecordid><originalsourceid>FETCH-LOGICAL-a411t-172a7210e9a5349d75583360f1c3bb924f35d7a6e5a02cc6cff1949f8d24a8c93</originalsourceid><addsrcrecordid>eNp9Uctu1TAQjRAVfcAXICEvWZBbP-IkZlduC61UCYnCOnLsMbg4dvFDVfoH_Wtc3UuXbGZGM-ec0cxpmrcEbwim5FSqtAnxp4OcN8OMsRj5i-aIcMraAXP68rnu8WFznNItxqR2xKvmkI4d6_t-PGoet6tywaawQLQPMtvg0Qz5HsCjs7g6dOFDDfkXRCS9RjfWrU6636uHhIrXtf2t1Km3ZUGXq45WA9rKLN2abPqIblZfp7VEwSD6gbXnNpU5ZZtLBo0-gX8IpkTp0-vmwEiX4M0-nzQ_Pl98316211-_XG3PrlvZEZJbMlA5UIJBSM46oQfOR8Z6bIhi8yxoZxjXg-yBS0yV6pUxRHTCjJp2clSCnTTvd7p3MfwpkPK02KTAOekhlDSRUZCOD6wfKpTtoCqGlCKY6S7aRcZ1Inh68mCqHkx7D6a9B5X1br-gzAvoZ86_p1fA6Q7wxL4NJfp6738l_wLlp5hr</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1891457367</pqid></control><display><type>article</type><title>Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans</title><source>ACS Publications</source><creator>Ohno, Shohei ; Takamoto, Kohei ; Fujioka, Hiromichi ; Arisawa, Mitsuhiro</creator><creatorcontrib>Ohno, Shohei ; Takamoto, Kohei ; Fujioka, Hiromichi ; Arisawa, Mitsuhiro</creatorcontrib><description>Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.7b00985</identifier><identifier>PMID: 28436668</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Organic letters, 2017-05, Vol.19 (9), p.2422-2425</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a411t-172a7210e9a5349d75583360f1c3bb924f35d7a6e5a02cc6cff1949f8d24a8c93</citedby><cites>FETCH-LOGICAL-a411t-172a7210e9a5349d75583360f1c3bb924f35d7a6e5a02cc6cff1949f8d24a8c93</cites><orcidid>0000-0002-7937-670X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.orglett.7b00985$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.7b00985$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,778,782,2754,27059,27907,27908,56721,56771</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28436668$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ohno, Shohei</creatorcontrib><creatorcontrib>Takamoto, Kohei</creatorcontrib><creatorcontrib>Fujioka, Hiromichi</creatorcontrib><creatorcontrib>Arisawa, Mitsuhiro</creatorcontrib><title>Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp9Uctu1TAQjRAVfcAXICEvWZBbP-IkZlduC61UCYnCOnLsMbg4dvFDVfoH_Wtc3UuXbGZGM-ec0cxpmrcEbwim5FSqtAnxp4OcN8OMsRj5i-aIcMraAXP68rnu8WFznNItxqR2xKvmkI4d6_t-PGoet6tywaawQLQPMtvg0Qz5HsCjs7g6dOFDDfkXRCS9RjfWrU6636uHhIrXtf2t1Km3ZUGXq45WA9rKLN2abPqIblZfp7VEwSD6gbXnNpU5ZZtLBo0-gX8IpkTp0-vmwEiX4M0-nzQ_Pl98316211-_XG3PrlvZEZJbMlA5UIJBSM46oQfOR8Z6bIhi8yxoZxjXg-yBS0yV6pUxRHTCjJp2clSCnTTvd7p3MfwpkPK02KTAOekhlDSRUZCOD6wfKpTtoCqGlCKY6S7aRcZ1Inh68mCqHkx7D6a9B5X1br-gzAvoZ86_p1fA6Q7wxL4NJfp6738l_wLlp5hr</recordid><startdate>20170505</startdate><enddate>20170505</enddate><creator>Ohno, Shohei</creator><creator>Takamoto, Kohei</creator><creator>Fujioka, Hiromichi</creator><creator>Arisawa, Mitsuhiro</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7937-670X</orcidid></search><sort><creationdate>20170505</creationdate><title>Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans</title><author>Ohno, Shohei ; Takamoto, Kohei ; Fujioka, Hiromichi ; Arisawa, Mitsuhiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a411t-172a7210e9a5349d75583360f1c3bb924f35d7a6e5a02cc6cff1949f8d24a8c93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ohno, Shohei</creatorcontrib><creatorcontrib>Takamoto, Kohei</creatorcontrib><creatorcontrib>Fujioka, Hiromichi</creatorcontrib><creatorcontrib>Arisawa, Mitsuhiro</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ohno, Shohei</au><au>Takamoto, Kohei</au><au>Fujioka, Hiromichi</au><au>Arisawa, Mitsuhiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2017-05-05</date><risdate>2017</risdate><volume>19</volume><issue>9</issue><spage>2422</spage><epage>2425</epage><pages>2422-2425</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>28436668</pmid><doi>10.1021/acs.orglett.7b00985</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-7937-670X</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1523-7060 |
ispartof | Organic letters, 2017-05, Vol.19 (9), p.2422-2425 |
issn | 1523-7060 1523-7052 |
language | eng |
recordid | cdi_proquest_miscellaneous_1891457367 |
source | ACS Publications |
title | Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-16T10%3A55%3A01IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cycloisomerization%20between%20Aryl%20Enol%20Ether%20and%20Silylalkynes%20under%20Ruthenium%20Hydride%20Catalysis:%20Synthesis%20of%202,3-Disubstituted%20Benzofurans&rft.jtitle=Organic%20letters&rft.au=Ohno,%20Shohei&rft.date=2017-05-05&rft.volume=19&rft.issue=9&rft.spage=2422&rft.epage=2425&rft.pages=2422-2425&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.7b00985&rft_dat=%3Cproquest_cross%3E1891457367%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1891457367&rft_id=info:pmid/28436668&rfr_iscdi=true |