2026-05-28T18:05:09Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/60902022-12-02T01:05:49Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

Martínez Lara, Fernando 345 600 0000-0002-2783-6778 Suárez, Anisley 546 600 Velasco Pérez, Noelia 572 600 0000-0003-1835-4336 Suarez Pantiga, Samuel 544 600 0000-0002-4249-7807 Sanz Díez, Roberto 531 600 0000-0003-2830-0892 2021-11-04T09:29:09Z 2021-11-04T09:29:09Z 2022-01 1615-4169 http://hdl.handle.net/10259/6090 10.1002/adsc.202100930 Propargylic glycols, 2-alkynyl-1-(indol-3-yl)-1,2-diols, react with thiols undergoing a complex but selective gold-catalyzed transformation that gives rise to α-indol-3-yl α-((Z)-2-thioalkenyl) ketones. The sequence is triggered by the regioselective thiolation of indolyl diols followed by an attack of the sulfur instead of the indole over the activated alkyne. The final compounds are obtained in remarkably high yields and arise from simple starting materials such as indolyl acyloins, ethynyl magnesium bromide and thiols. Ministerio de Ciencia e Innovación and FEDER (CTQ2016-75023-C2-1-P and PID2020- 115789GB-C21), and Junta de Castilla y León and FEDER (BU291P18 and BU049P20) for financial support. The project leading to these results has received funding from “la Caixa” Foundation, under the Agreement LCF/PR/PR18/51130007> (CAIXA-UBU001). F. M.-L., N. V. and S. S.-P. thank Junta de Castilla y León (Consejería de Educación) and Fondo Social Europeo for predoctoral (F. M.-L. and N. V) and postdoctoral (S. S.-P.) contracts, respectively. application/pdf eng Wiley Advanced Synthesis & Catalysis. 2022, V. 364, n. 1, p. 132-138 https://doi.org/10.1002/adsc.202100930 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 info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-115789GB-C21/ES/ESTRATEGIAS SINTETICAS SOSTENIBLES PARA LA TRANSFORMACION DIRECTA DE NITROCOMPUESTOS Y DESARROLLO DE NUEVAS REACCIONES CATALIZADAS POR ORO info:eu-repo/grantAgreement/Junta de Castilla y León//BU291P18 info:eu-repo/grantAgreement/Junta de Castilla y León//BU049P20 info:eu-repo/grantAgreement/Fundación Bancaria Caixa d'Estalvis i Pensions de Barcelona//LCF%2FPR%2FPR18%2F51130007 (CAIXA-UBU001) Atribución-NoComercial 4.0 Internacional http://creativecommons.org/licenses/by-nc/4.0/ info:eu-repo/semantics/openAccess Gold Homogeneous catalysis Nitrogen heterocycles Rearrangement Sulfur Química orgánica Chemistry, Organic Gold-Catalyzed Reactions of 2-Alkynyl-1-indolyl-1,2-diols with Thiols: Stereoselective Synthesis of (Z)-α-Indol-3-yl α-(2-Thioalkenyl) Ketones info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Advanced Synthesis & Catalysis THUMBNAIL Martinez-asc_2021.pdf.jpg Martinez-asc_2021.pdf.jpg IM Thumbnail image/jpeg 5009 https://riubu.ubu.es/bitstream/10259/6090/4/Martinez-asc_2021.pdf.jpg 67b4352d3ea1038acc5319079c7fcfae MD5 4 Martinez-Asc_2021.pdf.jpg Martinez-Asc_2021.pdf.jpg IM Thumbnail image/jpeg 5015 https://riubu.ubu.es/bitstream/10259/6090/6/Martinez-Asc_2021.pdf.jpg a71159e374b0c1bf8c707b4b8cfd07df MD5 6 LICENSE license.txt license.txt text/plain; charset=utf-8 999 https://riubu.ubu.es/bitstream/10259/6090/3/license.txt b295bcbce42e2caabeb0c623d3860c06 MD5 3 CC-LICENSE license_rdf license_rdf application/rdf+xml; charset=utf-8 914 https://riubu.ubu.es/bitstream/10259/6090/2/license_rdf 24013099e9e6abb1575dc6ce0855efd5 MD5 2 ORIGINAL Martinez-Asc_2021.pdf Martinez-Asc_2021.pdf application/pdf 3935348 https://riubu.ubu.es/bitstream/10259/6090/5/Martinez-Asc_2021.pdf 7ce4d3461730d4185b330d10e0f4b191 MD5 5 10259/6090 oai:riubu.ubu.es:10259/6090 2022-12-02 02:05:49.771 Repositorio Institucional de la Universidad de Burgos bubrep@ubu.es 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