Ruthenium-Catalyzed Enantioselective C-H Functionalization: A Practical Access to Optically Active Indoline
Zhong-Yuan Li1, Hetti Handi Chaminda Lakmal1, Xiaolin Qian1
1Department of Chemistry , Mississippi State University , Mississippi State , Mississippi 39762 , United States.
Abstract:
Ru(II)-catalyzed enantioselective C-H activation/hydroarylation has been developed for the first time, allowing for highly enantioselective synthesis of indoline derivatives via catalytic C-H activation. Commercially available Ru(II) arene complexes and chiral α-methylamines were employed as highly enantioselective catalysts. Based on a sterically rigidified chiral transient directing group, multisubstituted indolines were produced in up to 92% yield with 96% ee. Further transformation of the resulting 4-formylindoline enables access to an optically active tricyclic compound that is of potential biological and pharmaceutical interest.
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