Regioselective C–H alkylation and alkenylation at the C5 position of 2-amino-1,4-naphthoquinones with maleimides under Rh(iii) catalysis†,10.1039/C9QO00538B

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

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

Prasanna Anjaneyulu Yakkala,Deepesh Giri,Bharatkumar Chaudhary,Prashant Auti,Satyasheel Sharma

Organic Chemistry Frontiers Pub Date : 05/24/2019 00:00:00 , DOI:10.1039/C9QO00538B

Abstract

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.