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Synthesis 1994; 1994(2): 203-206
DOI: 10.1055/s-1994-25439
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Syntheses of 6- or 8-Carbon-Substituted 2-Oxopurines

Tatsunori Iwamura* , Yoshinori Okamoto, Masaharu Yokomoto, Hiroshi Shimizu, Mikio Hori, Tadashi Kataoka
  • *Gifu Pharmaceutical University, 6-1, Mitahora-higashi 5-chome Gifu 502, Japan
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Publication Date:
17 September 2002 (online)

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Reaction of 3,7-dimethyl-6-methylthio-2-oxopurine (1) with Grignard reagents or organolithiums afforded 8-adducts 2, whereas the corresponding reaction of 3,7-dimethyl-2-oxopurine (6) gave 6-adducts 7. The adducts 2 and 7 were converted into 8-substituted theobromines 4 and 6-substituted 3,7-dimethyl-2-oxopurines 8, respectively. 8-Chlorotheobromine (5) reacted with Grignard reagents in the presence of a catalytic amount of NiBr2,(PPh3)2 to give 4 in good yields.

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