PdI2-catalyzed regioselective cyclocarbonylation of 2-allyl phenols to dihydrocoumarins.

Authors :: Amézquita-Valencia M
Alper H
Source :: Organic letters [Org Lett] 2014 Nov 21; Vol. 16 (22), pp. 5827-9. Date of Electronic Publication: 2014 Nov 11.
Publication Year :: 2014
Abstract: A simple, efficient, and regioselective synthesis of 3-methyl-3,4-dihydrocoumarins is reported. The reaction of 2-allyl phenols with synthesis gas was catalyzed by PdI2, and 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane (L1) and 1,3,5,7-tetramethyl-6-tetradecyl-2,4,8-trioxa-6-phosphaadamantane (L2) were effective as ligands, affording good product selectivity in all cases.

Subjects :: Adamantane chemistry
Catalysis
Coumarins chemistry
Cyclization
Ligands
Molecular Structure
Stereoisomerism
Adamantane analogs & derivatives
Coumarins chemical synthesis
Palladium chemistry
Phenols chemistry

Full Text Access

Tools