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Sequential In-catalyzed intramolecular hydroarylation and Pd-catalyzed cross-coupling reactions using bromopropargyl aryl ethers and amines
dc.contributor.author | Alonso-Marañon, Lorena | |
dc.contributor.author | Sarandeses, Luis A. | |
dc.contributor.author | Martínez, Montserrat | |
dc.contributor.author | Pérez Sestelo, José | |
dc.date.accessioned | 2018-06-13T11:50:57Z | |
dc.date.available | 2018-06-13T11:50:57Z | |
dc.date.issued | 2017 | |
dc.identifier.citation | Sequential In-catalyzed intramolecular hydroarylation and Pd-catalyzed cross-coupling reactions using bromopropargyl aryl ethers and amines. L. Alonso-Marañón, L. A. Sarandeses, M. M. Martínez and J. Pérez Sestelo, Org. Chem. Front., 2017, 4, 500–505. | es_ES |
dc.identifier.issn | 2052-4110 | |
dc.identifier.issn | 2052-4129 | |
dc.identifier.uri | http://hdl.handle.net/2183/20809 | |
dc.description.abstract | [Abstract] A sequential one-pot indium-catalyzed intramolecular hydroarylation (IMHA) of bromopropargyl aryl ethers and amines, and palladium-catalyzed cross-coupling reaction using triorganoindium reagents (R3In) has been developed. In this transformation, the IMHA of 3-bromo-2-propynyl aryl ethers under indium(III) catalysis, proceeds regioselectively through a 6-endo dig pathway to afford 4-bromo-2Hchromenes. Subsequent palladium-catalyzed cross-coupling with R3In gives 4-substituted-2H-chromenes in one-pot. This sequential transformation was extended to 3-bromo-2-propynyl-N-tosylanilines to afford 4-substituted-1,2-dihydroquinolines. The dual-catalyzed procedure takes place efficiently with a variety of propargyl aryl ethers and amines and R3In (R = aryl, heteroaryl, alkyl or alkynyl), showing the efficiency of these organometallics and proving the compatibility of indium and palladium in catalysis. | es_ES |
dc.description.sponsorship | Ministerio de Economía y Competividad; CTQ2015-68369-P | es_ES |
dc.description.sponsorship | Xunta de Galicia. Consellería de Cultura, Educación e Ordenación Universitaria; GRC2014/042 | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Royal Society of Chemistry | es_ES |
dc.relation.uri | https://doi.org/10.1039/C6QO00721J | es_ES |
dc.rights | Atribución 3.0 España | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/3.0/ | |
dc.subject | Lewis-acid catalysis | es_ES |
dc.subject | Hydroarylation | es_ES |
dc.subject | Indium organometallics | es_ES |
dc.subject | Cross-coupling reactions | es_ES |
dc.title | Sequential In-catalyzed intramolecular hydroarylation and Pd-catalyzed cross-coupling reactions using bromopropargyl aryl ethers and amines | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.access | info:eu-repo/semantics/openAccess | es_ES |
UDC.journalTitle | Organic Chemistry Frontiers | es_ES |
UDC.volume | 4 | es_ES |
UDC.issue | 4 | es_ES |
UDC.startPage | 500 | es_ES |
UDC.endPage | 505 | es_ES |
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