Issue 22, 2003

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

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.

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

Article information

Article type
Communication
Submitted
30 Jul 2003
Accepted
23 Sep 2003
First published
14 Oct 2003

Chem. Commun., 2003, 2802-2803

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

H. J. Whitfield, R. J. Griffin, I. R. Hardcastle, A. Henderson, J. Meneyrol, V. Mesguiche, K. L. Sayle and B. T. Golding, Chem. Commun., 2003, 2802 DOI: 10.1039/B308948G

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