Facile perfluoroalkylation of uracils and uridines at the C-5 position

…, H Kimoto, Y Hayakawa, H Sawada, LA Cohen

Index: Nishida, Masakazu; Fujii, Shozo; Kimoto, Hiroshi; Hayakawa, Yoshio; Sawada, Hideo; Cohen, Louis A. Journal of Fluorine Chemistry, 1993 , vol. 63, # 1-2 p. 43 - 52

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Citation Number: 21

Abstract

Abstract Perfluoroalkylation at the C-5 position of uracil has been achieved in yields of 38– 56% by the reaction of its bis (trimethylsilyl) derivative with bis (perfluoroalkanoyl) peroxides and the hydrolytic deprotection of the silylated products. A substituent or nitrogen replacement at C-6 does not interfere with perfluoroalkylation at C-5, but no significant reaction occurs at C-6 when C-5 is blocked.

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