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Issue 22, 2003
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Facilitation of addition–elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol

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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.

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

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Publication details

The article was received on 30 Jul 2003, accepted on 23 Sep 2003 and first published on 14 Oct 2003


Article type: Communication
DOI: 10.1039/B308948G
Citation: Chem. Commun., 2003, 2802-2803
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    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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