2026-06-17T20:26:33Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/42882021-11-10T09:38:24Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Synthesis of α-functionalized α-indol-3-yl carbonyls through direct SN reactions of indol-3-yl α-acyloins
Suárez, Anisley
Martínez Lara, Fernando
Sanz Díez, Roberto
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.
2016-12-01
2017-12-21
2016-12
info:eu-repo/semantics/article
1477-0520
http://hdl.handle.net/10259/4288
10.1039/c6ob02125e
eng
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
info:eu-repo/semantics/openAccess
Royal Society of Chemistry