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Pd-Catalyzed Stereoselective Carboperfluoroalkylation of Alkynes

Zhaodong Li, Andrés García-Domínguez and Cristina Nevado*

*Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH 8057 Zurich, Switzerland, Email: cristina.nevadochem.uzh.ch

Z. Li, A. García-Domínguez, C. Nevado, J. Am. Chem. Soc., 2015, 137, 11610-11613.

DOI: 10.1021/jacs.5b07432 (free Supporting Information)


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Abstract

An operationally simple Pd-catalyzed three component reaction involving terminal alkynes, boronic acids, and perfluoroalkyl iodides gives trisubstituted perfluoroalkenes in a highly regio- and stereocontrolled manner by simultaneous additions across the triple bond in a radical-mediated process. The reaction is broad in scope and tolerates many functional groups.

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Key Words

perfluoroalkanes, alkenes, arenes, multicomponent reactions


ID: J48-Y2015