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

Lookup NU author(s): Hayley Whitfield, Professor Roger Griffin, Dr Ian Hardcastle, Dr Alistair Henderson, Dr Jerome Meneyrol, Dr Veronique Mesguiche, Kerry Louise Sayle, Professor Bernard 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.


Publication metadata

Author(s): Whitfield HJ, Griffin RJ, Hardcastle IR, Henderson AP, Meneyrol J, Mesguiche V, Sayle KL, Golding BT

Publication type: Article

Publication status: Published

Journal: Chemical Communications

Year: 2003

Issue: 22

Pages: 2802-2803

Date deposited: 05/07/2010

ISSN (print): 1359-7345

ISSN (electronic): 1364-548X

URL: http://dx.doi.org/10.1039/b308948g

DOI: 10.1039/b308948g

PubMed id: 14651112


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