Synthesis of Substituted Piperidines via Cationic Palladium(II)-Catalyzed Reductive Coupling of N-Tosyl-Tethered Alkynones

Published as part of the Special Topic Modern Strategies for Heterocycles Synthesis

Abstract

A cationic palladium(II) complex catalyzed reductive coupling of N-tosyl-tethered alkynones for the synthesis of functionalized piperidines was successfully developed. This reaction was initiated by hydropalladation of the alkyne and quenched by addition to the intramolecular carbonyl group. The substituent on the alkyne is key to the reaction.

Key words

addition reaction - hydropalladation - palladium(II)-catalyzed - piperidine - reductive coupling

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