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

Literature Information

Publication Date 2003-10-14
DOI 10.1039/B308948G
Impact Factor 6.222
Authors

Hayley J. Whitfield, Roger J. Griffin, Ian R. Hardcastle, Andrew Henderson, Jerome Meneyrol, Veronique Mesguiche, Kerry L. Sayle, Bernard T. Golding


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Abstract

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

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