Reductive Heck cyclization of cage containing compounds: Convenient access to adamantyl-substituted indolines and spiro-homoadamantane-oxindole

Abstract

Sterically hindered cage substrates with exo- and endocyclic double bonds were first used as substrates in the intramolecular reductive Heck reaction. The Pd(II) complex with an available vicinal diamine based on (S)-phenylethylamine is an effective catalyst for this reaction. The proposed approach was used for the synthesis of 3-adamantyl-substituted indolines, 2,3-dihydrobenzofuran, and the spirocyclic derivative containing homoadamantane and oxindole motifs.