Chinese Journal of Organic Chemistry >
Palladium-Catalyzed C-H Alkoxycarbonylation of Caffeines: Synthesis of 8-Ester-substituted Caffeines
Received date: 2016-10-17
Revised date: 2016-12-08
Online published: 2016-12-12
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 2110322, 6152010615) and the Foundation of Fujian Educational Committee (No. JK2014010).
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.
Key words： palladium; C-H bond acitivation; carbonylation; caffeine; carbon monoxide
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
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