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Article: Ruthenium-Catalyzed Oxidative Cleavage of Alkynes to Carboxylic Acids

TitleRuthenium-Catalyzed Oxidative Cleavage of Alkynes to Carboxylic Acids
Authors
Yang, DChen, FDong, ZMZhang, DW
Issue Date2004
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/joc
Citation
Journal Of Organic Chemistry, 2004, v. 69 n. 6, p. 2221-2223 How to Cite?
DOI: http://dx.doi.org/10.1021/jo0357925
AbstractWe describe an efficient method for the oxidative cleavage of alkynes to carboxylic acids using a combination of RuO2/Oxone/NaHCO3 in a CH3CN/H2O/EtOAc solvent system. Both internal and terminal alkynes, regardless of their electron density, can be oxidized to carboxylic acids in excellent yield (up to 99%). 1H NMR spectroscopy and ESI-MS experiments provided evidence for α-diketones and anhydrides as possible intermediates in these oxidation reactions.
Persistent Identifierhttp://hdl.handle.net/10722/70026
ISSN
0022-3263
2023 Impact Factor: 3.3
2023 SCImago Journal Rankings: 0.724
ISI Accession Number ID
WOS:000220290900065
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_HK
dc.contributor.authorChen, Fen_HK
dc.contributor.authorDong, ZMen_HK
dc.contributor.authorZhang, DWen_HK
dc.date.accessioned2010-09-06T06:19:01Z-
dc.date.available2010-09-06T06:19:01Z-
dc.date.issued2004en_HK
dc.identifier.citationJournal Of Organic Chemistry, 2004, v. 69 n. 6, p. 2221-2223en_HK
dc.identifier.issn0022-3263en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70026-
dc.description.abstractWe describe an efficient method for the oxidative cleavage of alkynes to carboxylic acids using a combination of RuO2/Oxone/NaHCO3 in a CH3CN/H2O/EtOAc solvent system. Both internal and terminal alkynes, regardless of their electron density, can be oxidized to carboxylic acids in excellent yield (up to 99%). 1H NMR spectroscopy and ESI-MS experiments provided evidence for α-diketones and anhydrides as possible intermediates in these oxidation reactions.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jocen_HK
dc.relation.ispartofJournal of Organic Chemistryen_HK
dc.titleRuthenium-Catalyzed Oxidative Cleavage of Alkynes to Carboxylic Acidsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0022-3263&volume=69&spage=2221&epage=2223&date=2004&atitle=Ruthenium-catalyzed+oxidative+cleavage+of+alkynes+to+carboxylic+acidsen_HK
dc.identifier.emailYang, D:yangdan@hku.hken_HK
dc.identifier.authorityYang, D=rp00825en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jo0357925en_HK
dc.identifier.scopuseid_2-s2.0-1642303322en_HK
dc.identifier.hkuros94543en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-1642303322&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume69en_HK
dc.identifier.issue6en_HK
dc.identifier.spage2221en_HK
dc.identifier.epage2223en_HK
dc.identifier.isiWOS:000220290900065-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.scopusauthoridChen, F=7404908085en_HK
dc.identifier.scopusauthoridDong, ZM=7402274471en_HK
dc.identifier.scopusauthoridZhang, DW=35320759400en_HK
dc.identifier.issnl0022-3263-

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