ChemInform Abstract: Novel Methodology for the Efficient Synthesis of 3‐Aryloxindoles: [1,2]‐Phospha‐Brook Rearrangement—Palladium‐Catalyzed Cross‐Coupling Sequence.

Abstract

A novel methodology for the efficient synthesis of 3-aryloxindoles from isatin derivatives was developed. The methodology involves the formation of an oxindole having a phosphate moiety at the C-3 position via the [1,2]-phospha-Brook rearrangement under Bronsted base catalysis followed by palladium-catalyzed cross-coupling with aryl boron reagents. The one-pot synthesis of 3-aryloxindoles from isatin derivatives is also described.