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Synthesis 2010(11): 1837-1844  
DOI: 10.1055/s-0029-1218740
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Cross-Coupling of Ethyl α-Bromo-α-fluoroacetate with Arylboronic Acids: Facile Synthesis of α-Aryl-α-fluoroacetates

Chen Guoa, Xuyi Yuea, Feng-Ling Qing*a,b
a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China
b College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Road, Shanghai 201620, P. R. of China
Fax: +86(21)64166128; e-Mail: flq@mail.sioc.ac.cn;
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Publication History

Received 22 February 2010
Publication Date:
15 April 2010 (online)

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Abstract

Palladium-catalyzed Suzuki-Miyaura coupling reactions of ethyl α-bromo-α-fluoroacetate with various structurally diverse arylboronic acids using a phosphine ligand proceeded smoothly to afford α-aryl-α-fluoroacetates in moderate to good yields. This method provides a practical and efficient route to diverse α-mono­fluorinated α-arylcarbonyl compounds.

Key words

cross coupling - fluorinated compounds - boronic acids

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