1. Heterobicyclic Core Retained Hydroarylations through C–H Activation: Synthesis of Epibatidine Analogues
- Author
-
Pei Nian Liu, Zheng-Lu Huang, and Deng Yuan Li
- Subjects
010405 organic chemistry ,Organic Chemistry ,Quinoline ,Regioselectivity ,chemistry.chemical_element ,Core (manufacturing) ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Combinatorial chemistry ,0104 chemical sciences ,Catalysis ,Rhodium ,chemistry.chemical_compound ,chemistry ,Epibatidine ,medicine ,Physical and Theoretical Chemistry ,medicine.drug - Abstract
The heterobicyclic core retained hydroarylation of oxa/azabenzonorbornadienes with quinoline N-oxides has been achieved under rhodium catalysis, giving quinoline N-oxide substituted heterobicyclic structures with excellent regioselectivity and in good yields. As the first example of the direct introduction of quinoline N-oxides onto heterobicyclic structures, the strained heterobicyclic core was well retained in the reaction. The products could be successfully transformed into a series of useful compounds, including epibatidine analogues.
- Published
- 2018