Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C-H bond activation

Chien Cheng, Yu Chiao Shih, Hui Ting Chen, Tun Cheng Chien

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C-H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives.

Original languageEnglish
Pages (from-to)1387-1396
Number of pages10
JournalTetrahedron
Volume69
Issue number4
DOIs
Publication statusPublished - 2013 Jan 28

Keywords

  • 4-Pyridone
  • Arylation
  • C-H activation
  • Catalysis
  • Uracil

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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