Regioselective Formation of 2,5-Disubstituted Oxazoles Via Copper(I)-Catalyzed Cycloaddition of Acyl Azides and 1-Alkynes

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dc.contributor.authorCano Rico, Israel
dc.contributor.authorÁlvarez, Eleuterio
dc.contributor.authorNicasio Jaramillo, María Carmen
dc.contributor.authorPérez Romero, Pedro José
dc.date.accessioned2016-01-08T06:58:44Z
dc.date.available2016-01-08T06:58:44Z
dc.date.issued2011
dc.description.abstractThe reaction of 1-alkynes with acylazides in the presence of [Tpm*,BrCu(NCMe)]BF4 (Tpm*,Br = tris(3,5-dimethyl-4-bromopyrazolyl)methane) as the catalyst provides 2,5-oxazoles in moderate to high yields. This is a novel transformation of CuAAC type, that constitutes a significant variation of the commonly observed [3+2] cycloaddition reaction to yield 1,2,3-triazolesen_US
dc.description.centerCIQSO
dc.description.departmentIngeniería Química, Química Física y Ciencias de los Materiales
dc.description.sponsorshipThis work is dedicated to Prof. Jose Barluenga on the occasion of his retirement. This research was financially supported by MEC (Proyecto CTQ2008-00042/BQU, Consolider Ingenio 2010, Grant CSD2006-003) and the Junta de Andalucia (Proyecto P07-FQM-02745). I.C. thanks MEC for a research fellowship. We gratefully acknowledge Prof. Antonio Echavarren for helpful discussions. Dr. Ana Caballero and Dr. Tomas R. Belderrain are thanked for assistance with GC MS and NMR studies.MEC (Proyecto CTQ2008-00042/BQU, Consolider Ingenio 2010, Grant No. CSD2006-003) and the Junta de Andalucía (Proyecto P07-FQM-02745).
dc.identifier.citationCano. I.. Álvarez, E., Nicasio Jaramillo, M.C., Pérez Romero, P.J.: "Regioselective Formation of 2,5-Disubstituted Oxazoles Via Copper(I)-Catalyzed Cycloaddition of Acyl Azides and 1-Alkynes". Journal of the American Chemical Society. Vol 133, págs. 191-193, (2011). DOI: 10.1021/ja109732sen_US
dc.identifier.doi10.1021/ja109732s
dc.identifier.issn0002-7863
dc.identifier.issn1520-5126 (electrónico)
dc.identifier.urihttp://hdl.handle.net/10272/11553
dc.language.isoengen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.projectIDinfo:eu-repo/grantAggreement/MEC [Proyecto CTQ2008-00042/BQU, CSD2006-003]
dc.relation.projectIDinfo:eu-repo/grantAggreement/Junta de Andalucia [Proyecto P07-FQM-02745]
dc.relation.publisherversionhttp://pubs.acs.org/doi/abs/10.1021/ja109732s
dc.rightsAtribución-NoComercial-SinDerivadas 3.0 España*
dc.rights.accessRightsopen accessen_US
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/*
dc.titleRegioselective Formation of 2,5-Disubstituted Oxazoles Via Copper(I)-Catalyzed Cycloaddition of Acyl Azides and 1-Alkynesen_US
dc.typejournal articleen_US
dspace.entity.typePublication
relation.isAuthorOfPublication2d8b3544-4704-4909-8786-da298010773d
relation.isAuthorOfPublication884dd5d7-9b4a-45ec-9a62-e46136214a8e
relation.isAuthorOfPublicationc6f8222a-d8d2-4736-baa6-4a2330bdf6b6
relation.isAuthorOfPublication.latestForDiscovery2d8b3544-4704-4909-8786-da298010773d

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