Palladium-catalyzed cyclization of N-(2-iodophenyl)acrylamides and hydrophosphoryl compounds in the presence of (R,R)-DIOP and (S)-Monophos ligands.

3-Phosphorylmethyl-3-R-indolin-2-ones were synthesized by the cascade Heck cyclization—phosphorylation of N-(2-iodophenyl)acrylamides and hydrophosphoryl compounds. In the presence of the PdCl2/(S)-Monophos catalytic system, a racemic product was obtained; while, the (R,R)-DIOP ligand provided small chiral induction (up to 15% ee). [ABSTRACT FROM AUTHOR]