Efficient synthetic method of β-fluorocinnamate by arylboronic acids and ethyl 3,3,3-trifluoropropionate under palladium-catalyzed conditions

A convenient and efficient method for synthesizing β-fluorocinnamate and derivatives is reported. Palladium (II) catalysis was employed in β-F elimination and coupling reaction of phenylboronic acid and ethyl 3,3,3-trifluoropropionate with a high yield and E-selectivity. The reaction was conducted u...

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Bibliographic Details
Published in:Synthetic communications 2020-11, Vol.50 (21), p.3212-3220
Main Authors: Chen, Wei-Hao, Pei, Xiao-Jun, Li, Xiao-Xuan, Feng, Yi-Si
Format: Article
Language:English
Subjects:
Ethyl 333-trifluoropropionate
one-step synthesis
Palladium
palladium catalysis
phenylboronic acid
Selectivity
Substrates
β-fluorocinnamate
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Summary:A convenient and efficient method for synthesizing β-fluorocinnamate and derivatives is reported. Palladium (II) catalysis was employed in β-F elimination and coupling reaction of phenylboronic acid and ethyl 3,3,3-trifluoropropionate with a high yield and E-selectivity. The reaction was conducted under mild conditions and could be widely adapted to boronic acid substrates.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2020.1797813