Takumichi Sugihara

Palladium-catalyzed carbonylative cyclization via trapping of acylpalladium derivatives with internal enolates. Its scope and factors affecting the C-to-O ratio

Abstract The Pd-catalyzed carbonylative cyclization reaction involving ω-acyl-substituted acylpalladium derivatives can proceed via intramolecular trapping with either C- or O-enolates; the preferential formation of either 5- or 6-membered rings dictates the C-to-O ratio in the trapping with enolates.

Selective synthesis of benzene derivatives via palladium-catalyzed cascade carbometallation of alkynes

Abstract A Pd-catalyzed partially intermolecular cascade cyclic carbometallation of haloenynes with monoynes provides a “pair”-selective and regioselective route to benzene derivatives.

Termination of carbopalladation of alkynes via carbonylative amidation producing lactams

Abstract Trapping of acylpalladium derivatives can be achieved using internal carboxamides and sulfonamides, in addition to simple amines and applied to termination of carbopalladation to produce lactams.

Cyclic carbopalladation of alkynes terminated by carbonylative amidation

Abstract Termination of cyclic carbopalladation of alkynes via carbonylative lactamization can be achieved more satisfactorily with alkenyl or aryl halides containing an ω-sulfonamido group than with those containing an ω-amino group. The method appears to be generally satisfactory for the preparation of fused cyclic systems consisting of six-membered rings, while the other cases require further development.