Palladium-catalyzed double-bond migration of unsaturated hydrocarbons accelerated by tantalum chloride?
Chemical Communications Pub Date: 2019-02-07 DOI: 10.1039/C9CC00223E
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 β-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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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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