We disclose a Ni-catalyzed reductive arylcyanation of alkene using environmentally benign and nontoxic organo cyanating reagent N-cyano-N-phenyl-p-toluenesulfonamide. This reaction provides a new method for the rapid synthesis of cyano-substituted oxindoles and isoquinoline-1,3-diones and features high functional group tolerance. In addition, an enantioselective version was developed for the construction of enantiomerically enriched 3-cyanomethyl oxindole. This method has also been applied to the synthesis of natural alkaloids (+)-esermethole and (+)-physostigmine.
Synthesis of 6-phenanthridinones and their heterocyclic analogues through palladium-catalyzed sequential aryl-aryl and N-aryl coupling
(Chemical Equation Presented) 6-Phenanthridinones and their heterocyclic analogues were synthesized through a one-pot procedure based on consecutive Pd-catalyzed aryl-aryl and N-aryl coupling from iodoarenes ortho-substituted by electron-releasing substituents and amides of o-bromoarene- and heteroarenecarboxylic acids.
Ferraccioli, Raffaella,Carenzi, Davide,Rombola, Ottavio,Catellani, Marta
p. 4759 - 4762
(2007/10/03)
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