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Synthesis of coumarins by Pt-catalyzed hydroarylation of propiolic acids with phenols
Authors:Juzo Oyamada
Affiliation:Department of Chemistry and Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi, Saga 840-8502, Japan
Abstract:
Synthesis of coumarins from phenols and propiolic acids was examined by using a Pt catalyst such as PtCl2/AgOTf, K2PtCl4/AgOTf, and K2PtCl4/AgOAc. Propiolic acid reacted even with less reactive phenols in trifluoroacetic acid to give coumarins and dihydrocoumarins. In the case of substituted propiolic acids, phenylpropiolic acid and 2-octynoic acid, the reactions proceeded selectively to afford coumarins in good to high yields.
Keywords:Coumarin   Hydroarylation   Propiolic acid   Platinum catalyst   Silver triflate   C-H bond functionalization   Trifluoroacetic acid
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