Palladium-catalyzed double-bond migration of unsaturated hydrocarbons accelerated by tantalum chloride.
Chem Commun (Camb)
; 55(19): 2769-2772, 2019 Feb 28.
Article
em En
| MEDLINE
| ID: mdl-30768079
ABSTRACT
The operationally simple palladium-catalyzed double-bond migration without heteroatom-containing coordinating functional groups is described. Addition of TaCl5 as a second catalyst greatly enhanced the migration efficiency to provide ß-alkylstyrenes through migration of up to a five-carbon chain. Both catalysts were commercially available, and the reaction occurred without external ligands under neutral conditions. The reaction proceeded via generation of π-allyl palladium species, which enabled the chemoselective double-bond migration of hydrocarbons in the presence of allylethers. Remote functionalization through double-bond migration was also demonstrated using FeCl3 as a second catalyst.
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MEDLINE
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En
Ano de publicação:
2019
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Article