Ligand-free Ullmann-type C-heteroatom couplings under practical conditions
dc.contributor.author
dc.date.accessioned
2015-03-25T10:36:45Z
dc.date.available
2015-03-25T10:36:45Z
dc.date.issued
2014
dc.identifier.issn
1434-193X
dc.identifier.uri
dc.description.abstract
A new practical ligand-free protocol for copper-catalyzed C-heteroatom cross-coupling reactions (Ullmann-type) is described. The use of dimethyl sulfoxide (DMSO) as the solvent overcomes the need to use organic auxiliary ligands; thus, DMSO is revealed as a nontoxic and superior solvent for Ullmann-type coupling reactions. This method allows the arylation of a wide range of amides, alcohols, and amines under practical conditions with bromobenzene and iodobenzene derivatives and will likely find direct application in current organic synthesis. The competitive reactivity among different functional groups is reported and rationalized, and the possibility to achieve selective arylation reactions is demonstrated
dc.description.sponsorship
The authors acknowledge financial support from the European Research Council for Starting Grant Project (ERC-2011-StG-277801), from the Spanish Ministerio de Economia y Competitividad (Consolider-Ingenio CSD2010-00065, INNPLANTA project INP-2011-0059-PCT-420000-ACT1) and from the Generalitat de Catalunya (2009SGR637). X. R. also thanks the Institucio Catalana de Recerca i Estudis Avancats (ICREA) for an ICREA-Academia award
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
Wiley-VCH Verlag
dc.relation
MICINN/PN 2010-2016/CSD2010-00065
AGAUR/2009-2014/2009 SGR-637
MICINN/PN 2011/INP-2011-0059-PCT-420000
dc.relation.isformatof
Reproducció digital del document publicat a: http://dx.doi.org/10.1002/ejoc.201400033
dc.relation.ispartof
© European Journal of Organic Chemistry, 2014, vol. 2014, p. 3188-3195
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Articles publicats (D-Q)
dc.rights
Tots els drets reservats
dc.subject
dc.title
Ligand-free Ullmann-type C-heteroatom couplings under practical conditions
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/embargoedAccess
dc.embargo.terms
Cap
dc.date.embargoEndDate
info:eu-repo/date/embargoEnd/2026-01-01
dc.relation.projectID
info:eu-repo/grantAgreement/EC/FP7/277801/EU/Sustainable C-X and C-H Functionalization Catalyzed by Copper(III) Species/SUSCATCU3
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
018657
dc.contributor.funder
dc.relation.FundingProgramme
dc.relation.ProjectAcronym
dc.identifier.eissn
1099-0690