dc.contributor.author | Goitia, Asier | |
dc.contributor.author | Gómez Bengoa, Enrique | |
dc.contributor.author | Correa Navarro, Arkaitz | |
dc.date.accessioned | 2018-11-30T19:22:24Z | |
dc.date.available | 2018-11-30T19:22:24Z | |
dc.date.issued | 2017-02-09 | |
dc.identifier.citation | Organic Letters 19(4) : 962-965 (2017) | es_ES |
dc.identifier.issn | 1523-7060 | |
dc.identifier.uri | http://hdl.handle.net/10810/29975 | |
dc.description.abstract | Selective bromination reactions of “click compounds” are described. Electron-neutral and electron-deficient arenes selectively undergo unprecedented Pd-catalyzed C–H ortho-halogenations assisted by simple triazoles as modular directing groups, whereas electron-rich arenes are regioselectively halogenated following an electrophilic aromatic substitution reaction pathway. These C–H halogenation procedures exhibit a wide group tolerance, complement existing bromination procedures, and represent versatile synthetic tools of utmost importance for the late-stage diversification of “click compounds”. The characterization of a triazole-containing palladacycle and density functional theory studies supported the mechanism proposal. | es_ES |
dc.description.sponsorship | We are grateful to Gobierno Vasco (ELKARTEK_KK-2015/0000101; IT_1033-16) and UPV/EHU (GIU15/31) for financial support. A. C. thanks MINECO for a Ramón y Cajal research contract (RYC-2012-09873). Cost-CHAOS action is also acknowledged. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | American Chemical Society | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/RYC-2012-09873 | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.subject | click chemistry | es_ES |
dc.subject | triazoles | es_ES |
dc.subject | halogenation | es_ES |
dc.title | Selective C(sp2)−H Halogenation of "click" 4-Aryl-1,2,3-triazoles | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | (C)2017 ACS | es_ES |
dc.relation.publisherversion | https://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b00275 | es_ES |
dc.identifier.doi | 10.1021/acs.orglett.7b00275 | |
dc.departamentoes | Química orgánica I | es_ES |
dc.departamentoeu | Kimika organikoa I | es_ES |