Citation: Fulin Zhu, Xiangping Hu. Enantioselective N-propargylation of indoles via Cu-catalyzed propargylic alkylation/dehydrogenation of indolines[J]. Chinese Journal of Catalysis, ;2015, 36(1): 86-92. doi: 10.1016/S1872-2067(14)60230-8 shu

Enantioselective N-propargylation of indoles via Cu-catalyzed propargylic alkylation/dehydrogenation of indolines

Fulin Zhu ^a,b ,
Xiangping Hu ^a,,

1.
a Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China;

Corresponding author: Xiangping Hu,
Received Date: 30 August 2014
Available Online: 19 September 2014
Fund Project:

The synthesis of optically active N-propargylindoles has been accomplished via the Cu-catalyzed asymmetric propargylic alkylation of indolines with propargylic esters, followed by the dehydrogenation of the resulting N-substituted indolines with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. The reaction proceeded in good yield with high enantioselectivity under mild conditions using a bulky and structurally rigid tridentate ketimine P,N,N-ligand, and exhibited a broad substrate scope.
- Asymmetric synthesis,
- Copper,
- Propargylic substitution,
- Dehydrogenation,
- N-propargylindole
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