2026-11-02T07:30:34Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/105012025-05-28T00:05:21Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Repositorio Institucional de la Universidad de Burgos
author
Renedo Peña, Lorena
author
Álvarez Manuel, Estela
author
Solas Luera, Marta
author
Suárez Pantiga, Samuel
author
Fernández Rodríguez, Manuel A.
author
Sanz Díez, Roberto
2025-05-27T11:59:24Z
2025-05-27T11:59:24Z
2024-03
1615-4150
http://hdl.handle.net/10259/10501
10.1002/adsc.202301457
1615-4169
α-Indol-3-yl α,β-unsaturated carbonyl compounds are synthesized from 3-propargyl indoles, obtained by direct propargylation of indoles, via a gold-catalyzed tandem oxidation-1,2-indole migration reaction in the presence of pyridine N-oxides. Fine-tuning of the catalyst and oxidant enables the reaction of 3-propargyl indoles bearing different substituents. The order of oxidation and indole migration is determined by the terminal or internal nature of the alkyne moiety. In addition, the process can be coupled with additional reactions, allowing an increase in molecular complexity or the design of more elaborated tandem reactions. In this sense, indole derivatives bearing an alkenyl substituent at the alkyne position evolve through a gold-catalyzed tandem oxidation-1,2-indole migration-Nazarov cyclization producing α-indolyl cyclopentenones.
eng
Atribución-NoComercial 4.0 Internacional
Carbonyls
Gold
Homogeneous catalysis
Indoles
Oxidation
Gold‐Catalyzed Tandem Oxidation‐Migration of 3‐Propargyl Indoles: Synthesis of α‐Indol‐3‐yl α,β‐Unsaturated Carbonyls
info:eu-repo/semantics/article
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URL
https://riubu.ubu.es/bitstream/10259/10501/1/Renedo-as%26c_2024.pdf
File
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Renedo-as&c_2024.pdf