RT info:eu-repo/semantics/article
T1 Synthesis of α-functionalized α-indol-3-yl carbonyls through direct SN reactions of indol-3-yl α-acyloins
A1 Suárez, Anisley
A1 Martínez Lara, Fernando
A1 Sanz Díez, Roberto
K1 Química orgánica
K1 Chemistry, Organic
AB 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.
PB Royal Society of Chemistry
SN 1477-0520
YR 2016
FD 2016-12
LK http://hdl.handle.net/10259/4288
UL http://hdl.handle.net/10259/4288
LA eng
NO Ministerio de Economía yCompetitividad (MINECO) (CTQ2013-48937-C2-1-P) and Juntade Castilla y León and FEDER (BU237U13 and BU076U16)
DS Repositorio Institucional de la Universidad de Burgos
RD 25-abr-2024