2026-04-30T08:51:58Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/42882021-11-10T09:38:24Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

Suárez, Anisley 546 500 Martínez Lara, Fernando 345 500 Sanz Díez, Roberto 531 500 2016-12-01T10:00:54Z 2017-12-21T03:45:06Z 2016-12 1477-0520 http://hdl.handle.net/10259/4288 10.1039/c6ob02125e A new and efficient synthesis of α-functionalized α-indol-3-yl ketones from easily available indolyl α-acyloins is reported. This process, catalyzed by Brønsted or Lewis acids, involves an uncommon direct nucleophilic substitution reaction of a secondary α-carbonyl-substituted hydroxyl group. The described methodology allows the introduction of a variety of nucleophiles such as (hetero)arenes, thiophenols, nitroanilines and 1,3-dicarbonyl derivatives. The synthesized α-indol-3-yl carbonyl compounds are important synthetic targets also useful for accessing functionalized tryptophols and furan-3-yl indoles. Ministerio de Economía y Competitividad (MINECO) (CTQ2013-48937-C2-1-P) and Junta de Castilla y León and FEDER (BU237U13 and BU076U16) application/pdf eng Royal Society of Chemistry Organic & Biomolecular Chemistry. 2016, V. 14, n. 47, p. 11212-11219 http://dx.doi.org/10.1039/c6ob02125e info:eu-repo/grantAgreement/MINECO/CTQ2013-48937-C2-1-P info:eu-repo/grantAgreement/JCyL-FEDER/BU237U13 info:eu-repo/grantAgreement/JCyL-FEDER/BU076U16 Química orgánica Chemistry, Organic Synthesis of α-functionalized α-indol-3-yl carbonyls through direct SN reactions of indol-3-yl α-acyloins info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion info:eu-repo/semantics/openAccess THUMBNAIL Suárez-OBC_2016,.pdf.jpg Suárez-OBC_2016,.pdf.jpg IM Thumbnail image/jpeg 5198 https://riubu.ubu.es/bitstream/10259/4288/4/Su%c3%a1rez-OBC_2016%2c.pdf.jpg 363cf784436b28c829d5a253f13f3484 MD5 4 ORIGINAL Suárez-OBC_2016,.pdf Suárez-OBC_2016,.pdf application/pdf 1046549 https://riubu.ubu.es/bitstream/10259/4288/1/Su%c3%a1rez-OBC_2016%2c.pdf edb1669bd856b3d67294d14eb6270928 MD5 1 LICENSE license.txt license.txt text/plain; charset=utf-8 999 https://riubu.ubu.es/bitstream/10259/4288/2/license.txt b295bcbce42e2caabeb0c623d3860c06 MD5 2 TEXT Suárez-OBC_2016,.pdf.txt Suárez-OBC_2016,.pdf.txt Extracted text text/plain 46903 https://riubu.ubu.es/bitstream/10259/4288/3/Su%c3%a1rez-OBC_2016%2c.pdf.txt 9ba6712164dd953526541336241b0642 MD5 3 10259/4288 oai:riubu.ubu.es:10259/4288 2021-11-10 10:38:24.904 Repositorio Institucional de la Universidad de Burgos bubrep@ubu.es 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