期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 3, 页码 1130-1135出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja5102739
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资金
- University of Hong Kong
- Hong Kong Research Grants Council [HKU 706109P, HKU 706112P]
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 alpha-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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