RT info:eu-repo/semantics/article
T1 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
A1 Martínez Lara, Fernando
A1 Suárez, Anisley
A1 Velasco Pérez, Noelia
A1 Suarez Pantiga, Samuel
A1 Sanz Díez, Roberto
K1 Gold
K1 Homogeneous catalysis
K1 Nitrogen heterocycles
K1 Rearrangement
K1 Sulfur
K1 Química orgánica
K1 Chemistry, Organic
AB Propargylic glycols, 2-alkynyl-1-(indol-3-yl)-1,2-diols, react with thiols undergoing a complex butselective gold-catalyzed transformation that gives rise to α-indol-3-yl α-((Z)-2-thioalkenyl) ketones. Thesequence is triggered by the regioselective thiolation of indolyl diols followed by an attack of the sulfur insteadof the indole over the activated alkyne. The final compounds are obtained in remarkably high yields and arisefrom simple starting materials such as indolyl acyloins, ethynyl magnesium bromide and thiols.
PB Wiley
SN 1615-4169
YR 2022
FD 2022-01
LK http://hdl.handle.net/10259/6090
UL http://hdl.handle.net/10259/6090
LA eng
NO Ministerio de Ciencia e Innovaciónand 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 projectleading 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 deCastilla y León (Consejería de Educación) and Fondo SocialEuropeo for predoctoral (F. M.-L. and N. V) and postdoctoral(S. S.-P.) contracts, respectively.
DS Repositorio Institucional de la Universidad de Burgos
RD 26-abr-2024