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

Whitfield, H. J., Griffin, R. J., Hardcastle, I. R., Henderson, A., Meneyrol, J., Mesguiche, V., Sayle, K. L. and Golding, B. T. (2003) Facilitation of addition–elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol. Chemical Communications, 2003(22), pp. 2802-2803. (doi: 10.1039/b308948g) (PMID:14651112)

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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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Sayle, Dr Kerry
Authors: Whitfield, H. J., Griffin, R. J., Hardcastle, I. R., Henderson, A., Meneyrol, J., Mesguiche, V., Sayle, K. L., and Golding, B. T.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > Scottish Universities Environmental Research Centre
Journal Name:Chemical Communications
Publisher:Royal Society of Chemistry
ISSN:1359-7345
ISSN (Online):1364-548X
Published Online:14 October 2003

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