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Divergent Coupling of Anilines and Enones by Integration of C-H Activation and Transfer Hydrogenation
Xukai Zhou1,2, Jintao Xia1,2, Guangfan Zheng1
1Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, China.
Abstract:
Cp*RhIII /IrIII complexes are known to play important roles in both C-H activation and transfer hydrogenation (TH). However, these two areas evolved separately. They have been integrated in redox- and chemodivergent coupling reactions of N-pyridylanilines with enones. The iridium-catalyzed coupling with enones leads to the efficient synthesis of tetrahydroquinolines through TH from i PrOH. Counterintuitively, i PrOH does not serve as the sole hydride source, and the major reaction pathway involves disproportionation of a dihydroquinoline intermediate, followed by the convergent and iterative reduction of quinolinium species.
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