Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (3): 630-635.DOI: 10.6023/cjoc201610028 Previous Articles     Next Articles



苏吕a, 肖含兵a, 苑雨萌a, 张晓凤a, 林深a, 黄秋锋a,b   

  1. a 福建师范大学化学与化工学院 福州 350007;
    b 福建省高分子材料重点实验室 福州 350007
  • 收稿日期:2016-10-17 修回日期:2016-12-08 发布日期:2016-12-12
  • 通讯作者: 黄秋锋,
  • 基金资助:


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

Su Lüa, Xiao Hanbinga, Yuan Yumenga, Zhang Xiaofenga, Lin Shena, Huang Qiufenga,b   

  1. a College of Chemistry & Chemical Engineering, Fujian Normal University, Fuzhou 350007;
    b Fujian Key Laboratory of Polymer Materials, Fuzhou 350007
  • Received:2016-10-17 Revised:2016-12-08 Published:2016-12-12
  • Contact: 10.6023/cjoc201610028
  • 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