Citation: Liu Haihua, Zhang Donghua, Wang Xiahui, Meng Weidong, Huang Yangen. Cu(OTf)₂ and N-Sulfinylprolinamide Catalyzed Friedel-Crafts Reaction of Indoles with N-Sulfonylaldimines[J]. Chinese Journal of Organic Chemistry, ;2016, 36(6): 1351-1358. doi: 10.6023/cjoc201601025 shu

Cu(OTf)₂ and N-Sulfinylprolinamide Catalyzed Friedel-Crafts Reaction of Indoles with N-Sulfonylaldimines

1.
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620

Corresponding author: Huang Yangen, hyg@dhu.edu.cn
Received Date: 20 January 2016
Revised Date: 15 February 2016

Fund Project: and the Fundamental Research Funds for the Central Universities No. 2232015D3-13Project supported by the Innovation Program of Shanghai Municipal Education Commission No. 13ZZ047

Figures(3)

3-Indolyl methanamine derivatives have attracted much attention due to their multiple potent bioactivities. The Friedel-Crafts reaction between indole and N-sulfonylaldimine is a major method for preparation of 3-indolyl methanamine derivatives, however, abundant bisindolyl methane will be formed during the reaction. 3-Indolylmethanamine derivatives were selectively synthesized in 65%~93% yields by the Friedel-Crafts amidoalkylation reaction of indoles and N-sulfonylaldimines utilizing Cu(OTf)₂ and N-sulfinylprolinamide as catalysts. This method exhibited several features such as broad substrate applicability, mild reaction condition and simple operation.
- electrophilic substitution,
- heterocycles,
- N-sulfinylprolinamide,
- 3-indolyl methanamine derivatives,
- the Friedel- Crafts amidoalkylation
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

Cu(OTf)2 and N-Sulfinylprolinamide Catalyzed Friedel-Crafts Reaction of Indoles with N-Sulfonylaldimines

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通讯作者: 陈斌, bchen63@163.com

Cu(OTf)₂ and N-Sulfinylprolinamide Catalyzed Friedel-Crafts Reaction of Indoles with N-Sulfonylaldimines