Regioselective C-H alkylation and alkenylation at the C5 position of 2-amino-1,4-naphthoquinones with maleimides under Rh(iii) catalysis

摘要

Rhodium(iii) catalyzed regioselective C-H alkylation and alkenylation at the C5 position of 1,4-naphthoquinone with maleimides under acidic and basic conditions, respectively, is described. The alkylamino substituents at the C2 position enabled the reaction to proceed efficiently. The alkylation reaction proceeds via a redox neutral Rh(iii) pathway, whereas the alkenylation reaction takes place through the typical redox Rh(iii) pathway to yield Rh(i) species.