Tandem Heck-carbocyclization/Suzuki-coupling approach to the stereoselective syntheses of asymmetric 3,3-(diarylmethylene)indolinones

ORGN 630

Wing S Cheung, wcheung3@prdus.jnj.com1, Raymond J Patch2, and Mark R Player2. (1) Drug Discovery, Johnson & Johnson Pharmaceutical Research & Development LLC, 8 Clarke Drive, Cranbury, NJ 08512, (2) Medicinal Chemistry, Johnson & Johnson PRD, 8 Clarke Drive, Cranbury, 08512
An efficient and versatile method for stereoselective synthesis of (E)-3,3-(diarylmethylene)-indolinones by a palladium-catalyzed tandem Heck-carbocyclization/Suzuki-coupling sequence is presented. Factors influencing yield and selectivity, namely catalyst, coordinating ligand and solvent, are detailed.

 

Asymmetric Reactions, Heterocycles, Aromatics, Combinatorial, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 31 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005