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| dc.contributor.author | Velasco Pérez, Noelia | |
| dc.contributor.author | Suárez, Anisley | |
| dc.contributor.author | Martínez Lara, Fernando | |
| dc.contributor.author | Fernández Rodríguez, Manuel A. | |
| dc.contributor.author | Sanz Díez, Roberto | |
| dc.contributor.author | Suarez Pantiga, Samuel | |
| dc.date.accessioned | 2021-11-04T10:13:47Z | |
| dc.date.available | 2021-11-04T10:13:47Z | |
| dc.date.issued | 2021-04 | |
| dc.identifier.issn | 0022-3263 | |
| dc.identifier.uri | http://hdl.handle.net/10259/6093 | |
| dc.description.abstract | This work describes the 6-endo-dig cyclization of Saryl propargyl sulfides to afford 2H-thiochromenes. The substitution at the propargylic position plays a crucial role in allowing intramolecular silver-catalyzed alkyne hydroarylation and Niodosuccinimide-promoted iodoarylation. Additionally, a PTSAcatalyzed thiolation reaction of propargylic alcohols was developed to synthesize the required tertiary S-aryl propargyl ethers. The applicability of merging these two methods is demonstrated by synthesizing the retinoic acid receptor antagonist AGN194310. | en |
| dc.description.sponsorship | Junta de Castilla y León and FEDER (BU291P18 and BU049P20) and Ministerio de Ciencia e Innovación and FEDER (CTQ2016-75023-C2-1-P) for financial support. The project leading to these results has received funding from “la Caixa” Foundation, under Agreement LCF/PR/PR18/51130007> (CAIXA-UBU001). N.V., F.M.-L., and S.S.-P. thank Junta de Castilla y León and FSE and FEDER for predoctoral (N.V. and F.M.-L.) and postdoctoral (S.S.-P.) contracts, respectively. | en |
| dc.format.mimetype | application/pdf | |
| dc.language.iso | eng | en |
| dc.publisher | American Chemical Society | en |
| dc.relation.ispartof | The Journal of Organic Chemistry. 2021, V. 86, n. 10, 7078−7091 | en |
| dc.rights | Atribución 4.0 Internacional | * |
| dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
| dc.subject | Sulfides | en |
| dc.subject | Alcohols | en |
| dc.subject | Column chromatography | en |
| dc.subject | Cyclization | en |
| dc.subject | Propargyls | en |
| dc.subject.other | Química orgánica | es |
| dc.subject.other | Chemistry, Organic | en |
| dc.title | From Propargylic Alcohols to Substituted Thiochromenes: gem- Disubstituent Effect in Intramolecular Alkyne Iodo/hydroarylation | en |
| dc.type | info:eu-repo/semantics/article | es |
| dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
| dc.relation.publisherversion | https://doi.org/10.1021/acs.joc.1c00333 | |
| dc.identifier.doi | 10.1021/acs.joc.1c00333 | |
| dc.relation.projectID | info:eu-repo/grantAgreement/Junta de Castilla y León//BU291P18 | |
| dc.relation.projectID | info:eu-repo/grantAgreement/Junta de Castilla y León//BU049P20 | |
| dc.relation.projectID | info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2016-75023-C2-1-P/ES/DESARROLLO DE NUEVAS METODOLOGIAS SINTETICAS. APLICACION A LA PREPARACION DE MOLECULAS DE INTERES Y A LA VALORIZACION DE LA LIGNINA | es |
| dc.relation.projectID | info:eu-repo/grantAgreement/Fundación Bancaria Caixa d'Estalvis i Pensions de Barcelona//LCF%2FPR%2FPR18%2F51130007 (CAIXA-UBU001) | |
| dc.identifier.essn | 1520-6904 | |
| dc.type.hasVersion | info:eu-repo/semantics/publishedVersion | es |
