Synfacts 2007(7): 0689-0689  
DOI: 10.1055/s-2007-968684
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Synthesis of 3-(Diarylmethylene)oxindoles

Contributor(s): Victor Snieckus, Jignesh J. Patel
A. Pinto, L. Neuville, J. Zhu*
Institut de Chimie des Substances Naturelles, CNRS, Gif-sur-Yvette, France
Further Information

Publication History

Publication Date:
22 June 2007 (online)

Significance

A three-component, flexible and stereocontrolled synthesis of unsymmetrically substituted 3-(diarylmethylene)indolinones is presented. The reaction involves Pd/Cu-catalyzed sequential Sonogashira reaction, carbopalladation, C-H activation and, overall, three C-C bond-formation processes. The electronic properties of the substituents on the aryl and heteroaryl halides did not play a significant role, as evidenced by the yields of the reactions.