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Study on the iodination of uracil derivatives

Li Li, Hua Qin, Liang Zhang, Xiao-Wei Wang, Jun-Yi Liu*

  

  1. 1. State Key Laboratory of Natural and Biomimetic Drugs, Peking University Health Science Center, Beijing 100191, China
    2. Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

  • Received:2009-11-16 Revised:2010-02-20 Online:2010-03-15 Published:2010-03-15
  • Contact: Jun-Yi Liu*

Abstract: 5-Iodouracil derivatives have interesting biological activities and can serve as important substrates for the metal-catalyzed cross-coupling reactions to introduce alkyl, alkenyl, and alkynyl groups to the C-5 position of uracil derivatives. In order to find a good method to iodinate directly the C-5 of uracil derivatives, we investigated three methods, which included iodine/lead (IV) dioxide, iodine/ammonium hexanitratocerate (CAN) and iodine chloride, and examined their reactivity to different types of uracil and thiouracil derivatives.

Key words: Iodination, Lead (IV) dioxide, Ammonium hexanitratocerate, Iodine chloride, Uracil, 2-Thiouracil

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