Palladium(II)-catalyzed intramolecular tandem aminoalkylation via divergent C(sp3)-H functionalization
Wei Du1, Qiangshuai Gu, Zhongliang Li
1Department of Chemistry, The University of Hong Kong , Pokfulam Road, Hong Kong, P. R. China.
Abstract:
We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp(3))-H functionalization, affording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C-H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C-H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp(3))-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.
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