Artículo
AuI-Catalyzed Haloalkynylation of Alkenes
Autor/es | García Fernández, Pedro David
Izquierdo, Cristina Iglesias Sigüenza, Francisco Javier Díez Martín, Elena Fernández Fernández, Rosario Fátima Lassaletta, JM |
Departamento | Universidad de Sevilla. Departamento de Química orgánica |
Fecha de publicación | 2020 |
Fecha de depósito | 2022-12-12 |
Publicado en |
|
Resumen | The formal insertion of alkenes into aromatic chloro- and bromoalkynes takes place under cationic gold catalysis. This haloalkynylation reaction can be performed with cyclic, gem-disubstituted and monosubstituted alkenes, ... The formal insertion of alkenes into aromatic chloro- and bromoalkynes takes place under cationic gold catalysis. This haloalkynylation reaction can be performed with cyclic, gem-disubstituted and monosubstituted alkenes, using BINAP, triazolo[4,3-b]isoquinolin-3-ylidene ligands or SPhos, respectively. The products were isolated in moderate to excellent yields and with complete diastereo- and regioselectivity; the halogen atom bonding the more substituted carbon of the alkene. Preliminary experiments showed that the enantioselective haloalkynylation of cyclopentene can be performed with (S)-BINAP to afford the insertion products with moderate to good enantioselectivities. |
Agencias financiadoras | Ministerio de Economía y Competitividad (MINECO). España Junta de Andalucía |
Identificador del proyecto | CTQ2016-76908-C2-1-P
CTQ2016-76908-C2-2-P 2012/FQM1078 |
Cita | García Fernández, P.D., Izquierdo, C., Iglesias Sigüenza, F.J., Díez Martín, E., Fernández Fernández, R.F. y Lassaletta, J. (2020). AuI-Catalyzed Haloalkynylation of Alkenes. Chemistry - A European Journal, 26 (3), 629-633. https://doi.org/10.1002/chem.201905078. |
Ficheros | Tamaño | Formato | Ver | Descripción |
---|---|---|---|---|
Au(I)-Catalyzed.pdf | 1.208Mb | [PDF] | Ver/ | |