Regioselective Heck vinylation of electron-rich olefins with vinyl halides: is the neutral pathway in operation?
J Org Chem
; 74(7): 2692-8, 2009 Apr 03.
Article
em En
| MEDLINE
| ID: mdl-19323572
ABSTRACT
Highly regioselective vinylation of electron-rich olefins by bromo- as well as chlorostyrenes is effected by palladium catalysis with either mono- or bidentate phosphines in a molecular solvent, with no need for halide scavengers, ionic liquids, or ionic additives. The use of the hemilabile 1,3-bis(diphenylphosphino)propane monoxide (dpppO) as a ligand led to faster reactions of more challenging 2-substituted vinyl ethers and reduced Pd loadings. In contrast to the related arylation reaction, evidence suggests that the vinylation may proceed via the neutral Heck mechanism.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Compostos de Vinila
/
Elétrons
/
Halogênios
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2009
Tipo de documento:
Article
País de afiliação:
Reino Unido