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A Complex Catalytic Cycle Leading to a Regioselective Synthesis of <i>o,o</i>′‐Disubstituted Vinylarenes

Angewandte Chemie International Edition in English · 1997 · Vol. 36(1-2) · pp. 119–122
Marta CatellaniFranco FrignaniArmando Rangoni

Abstract

Palladium(0), (II), and (IV) complexes are intermediates in the unusual palladium catalyzed synthesis of 2,6-dialkyl-substituted vinylarenes. Since these complexes discriminate between alkyl and aryl iodides and between strained and terminal olefins at certain stages of the process, this provides both a highly chemoselective and a regioselective access to 1,2,3-trisubstituted arenes (see, for example, Eq. (a)).

Catalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOxidative Organic Chemistry ReactionsRegioselectivityPalladiumArylCatalysisChemistryAlkylCombinatorial chemistryCatalytic cycleMedicinal chemistryOrganic chemistry
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A Complex Catalytic Cycle Leading to a Regioselective Synthesis of <i>o,o</i>′‐Disubstituted Vinylarenes · Scinovex