Citation: Yan Xiaojing, Li Chang, Jin Zhixiong, Xu Xiaofei, Chen Weiwei, Pan Yuanjiang. Iron Porphyrin Complexes Catalyzed Cyclopropanation Reactions and C-S Bond Cleavage Reactions for Phenyl Vinyl Sulfides and Diazoreagents[J]. Chinese Journal of Organic Chemistry, ;2020, 40(11): 3837-3846. doi: 10.6023/cjoc202006043 shu

Iron Porphyrin Complexes Catalyzed Cyclopropanation Reactions and C-S Bond Cleavage Reactions for Phenyl Vinyl Sulfides and Diazoreagents

a.
Departement of Chemistry, Zhejiang University, Hangzhou 310027
b.
College of Life Science, Zhejiang Chinese Medical University, Hangzhou 310053

Corresponding author: Li Chang, lichang@zju.edu.cn Pan Yuanjiang, panyuanjiang@zju.edu.cn
Received Date: 21 June 2020
Revised Date: 9 August 2020
Available Online: 18 August 2020
Fund Project: the National Key R&D Program of China 2016YFF0200503the National Natural Science Foundation of China 21502168Project supported by the National Natural Science Foundation of China (Nos.21532005, 21502168) and the National Key R&D Program of China (No. 2016YFF0200503)the National Natural Science Foundation of China 21532005

Figures(5)

A catalytic system capable of selectively promoting the cyclopropanation reaction and C—S bond cleavage reaction was established. For the reactions between phenyl vinyl sulfide and diazoacetonitrile (generated by in situ method), the cyclopropanation reaction products were obtained under the catalysis of hemin chloride, and the C—S bond cleavage reaction products were generated in the presence of FePc. All the reations were operated without inert gas protection or high temperature, and the target products were obtained by stirring at room temperature for 1 h in moderate to excellent yields.
- hemin,
- diazo compound,
- sulfonium ylide,
- cyclopropanelation reaction,
- C-S bond cleavage reaction
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