Citation: Cheng Lin, Ge Xin, Liu Xuemin, Feng Yunhui. Chitosan@Cu-Catalyzed C3-Sulfenylation of Indoles with Sulfur Powder and Aryl Iodides[J]. Chinese Journal of Organic Chemistry, ;2020, 40(7): 2008-2017. doi: 10.6023/cjoc202001030 shu

Chitosan@Cu-Catalyzed C3-Sulfenylation of Indoles with Sulfur Powder and Aryl Iodides

Cheng Lin ^a ,
Ge Xin ^a ,
Liu Xuemin ^a,, ,
Feng Yunhui ^b,,

a.
School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122
b.
Department of Physical Education, Guangzhou University, Guangzhou 510006

Corresponding author: Liu Xuemin, lxm@jiangnan.edu.cn Feng Yunhui, 13795553266@163.com
Received Date: 23 January 2020
Revised Date: 29 April 2020
Available Online: 7 May 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21606104)the National Natural Science Foundation of China 21606104

Figures(8)

Aiming at the problem that the catalyst can not be recovered during the construction of the C-S bond in the indole ring with sulfur powder as the sulfur source, 2-pyridinecarboxylic acid modified chitosan (PACS) catalyst with different type of copper was prepared, which was used to catalyze the three-component reaction of indole, sulfur powder and iodobenzene to prepare C-3 thioether-based indole in a one-pot method. The reaction yield is as high as 92%, and the substrate has good applicability. The most suitable catalyst[PACS@Cu(OAc)₂] was characterized and analyzed by thermogravimetric analysis (TGA), scanning electron microscope(SEM), X-ray photoelectron spectroscopy(XPS), etc. It shows that the catalyst has the advantages of no additional ligand, easy separation and reusable.
- chitosan,
- indole,
- sulfur powder,
- catalyze,
- heterogeneous
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