Citation: Su Lü, Xiao Hanbing, Yuan Yumeng, Zhang Xiaofeng, Lin Shen, Huang Qiufeng. Palladium-Catalyzed C-H Alkoxycarbonylation of Caffeines: Synthesis of 8-Ester-substituted Caffeines[J]. Chinese Journal of Organic Chemistry, ;2017, 37(3): 630-635. doi: 10.6023/cjoc201610028 shu

Palladium-Catalyzed C-H Alkoxycarbonylation of Caffeines: Synthesis of 8-Ester-substituted Caffeines

Su Lü ^a ,
Xiao Hanbing ^a ,
Yuan Yumeng ^a ,
Zhang Xiaofeng ^a ,
Lin Shen ^a ,
Huang Qiufeng ^a,b,*,,

a.
College of Chemistry & Chemical Engineering, Fujian Normal University, Fuzhou 350007
b.
Fujian Key Laboratory of Polymer Materials, Fuzhou 350007

Corresponding author: Huang Qiufeng, qiufenghuang@fjnu.edu.cn
Received Date: 17 October 2016
Revised Date: 8 December 2016

Fund Project: Project supported by the National Natural Science Foundation of China 2110322the Foundation of Fujian Educational Committee JK2014010Project supported by the National Natural Science Foundation of China 6152010615

Figures(3)

Carbonyl-substituted caffeine derivatives have attracted much attention due to their potent pharmaceutical activity and interesting fluorescent properties. An efficient synthesis of 8-ester-substituted caffeines through palladium-catalyzed C-H alkoxycarbonylation was developed. The reaction was carried out in the presence of PdCl₂(PPh₃)₂ and Cu (OAc)₂ under 101 kPa CO atmosphere in 1, 4-dioxane, providing diversified 8-ester-substituted caffeines in reasonable to good yields. The approach was characterized by using atmospheric pressure of carbon monoxide and broad functional group tolerance.
- palladium,
- C-H bond acitivation,
- carbonylation,
- caffeine,
- carbon monoxide
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