Facilitation of addition–elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol

…, IR Hardcastle, A Henderson, J Meneyrol…

Index: Whitfield, Hayley J.; Griffin, Roger J.; Hardcastle, Ian R.; Henderson, Andrew; Meneyrol, Jerome; Mesguiche, Veronique; Sayle, Kerry L.; Golding, Bernard T. Chemical Communications, 2003 , # 22 p. 2802 - 2803

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Citation Number: 9

Abstract

SNAr displacement reactions of 6-cyclohexylmethoxy-2-fluoropurine, 6-amino-2- butylsulfonyl-4-cyclohexylmethoxypyrimidine and 2-amino-6-chloropurine with substituted anilines (eg the weakly nucleophilic 4-aminobenzenesulfonamide) are dramatically accelerated in the presence of trifluoroacetic acid and occur especially efficiently in 2, 2, 2- trifluoroethanol solvent.