Palladium-Catalyzed Domino Process to Spirooxindoles: Ligand Effect on Aminopalladation versus Carbopalladation

A novel palladium-catalyzed domino spirocyclization for the formation of spiropyrrolidine-3,3'-oxindoles is reported. Both Heck and aminopalladation are viable pathways and the route that occurs depends on the ligand used and 2-(2-MeC6H4)C6H4P(CMe3)2 is required for spirocyclization. [on SciFinder (R)]


Published in:
Chemistry--A European Journal, 16, 20, 5863-5867, S5863/1-S5863/38
Year:
2010
Keywords:
Note:
CAN 153:204173, 27-20, Heterocyclic Compounds (One Hetero Atom), Centre de Recherche de Gif, CNRS,Institut de Chimie des Substances Naturelles,Gif-sur-Yvette,Fr., Journal, 0947-6539, written in English., 190385-99-0; 255837-19-5 Role: CAT (Catalyst use), USES (Uses) (ligand effect on aminopalladation vs. carbopalladation in the palladium-catalyzed domino spirocyclization to spirooxindoles); 14221-01-3 (Tetrakis(triphenylphosphine)palladium); 1234787-25-7; 1234787-26-8; 1234787-27-9; 1234787-28-0; 1234787-29-1; 1234787-30-4; 1234787-31-5; 1234787-32-6; 1234787-33-7; 1234787-34-8; 1234787-35-9; 1234787-36-0; 1234787-37-1; 1234787-38-2; 1234787-39-3; 1234787-40-6; 1234787-41-7; 1234787-42-8; 1234787-43-9; 1234787-44-0; 1234787-45-1; 1234787-46-2; 1234787-47-3 Role: RCT (Reactant), RACT (Reactant or reagent) (ligand effect on aminopalladation vs. carbopalladation in the palladium-catalyzed domino spirocyclization to spirooxindoles); 1234787-48-4P; 1234787-49-5P; 1234787-50-8P; 1234787-51-9P; 1234787-52-0P; 1234787-53-1P; 1234787-54-2P; 1234787-55-3P; 1234787-56-4P; 1234787-57-5P; 1234787-58-6P; 1234787-59-7P; 1234787-60-0P; 1234787-61-1P; 1234787-62-2P; 1234787-63-3P; 1234787-64-4P; 1234787-65-5P; 1234787-66-6P; 1234787-67-7P; 1234787-68-8P; 1234787-69-9P; 1234787-70-2P; 1234787-71-3P; 1234787-72-4P; 1235487-21-4P Role: SPN (Synthetic preparation), PREP (Preparation) (ligand effect on aminopalladation vs. carbopalladation in the palladium-catalyzed domino spirocyclization to spirooxindoles)
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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