title: 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 dramaticallyaccelerated in the presence of trifluoroacetic acid and occur especially efficiently in 2,2,2-trifluoroethanol solvent.
authors.affiliation: School of Natural Sciences--Chemistry, University of Newcastle upon Tyne, Bedson Building, Newcastle upon Tyne, UK NE1 7RU.
authors.forename: Hayley J
authors.initials: HJ
authors.lastname: Whitfield
authors.forename: Roger J
authors.initials: RJ
authors.lastname: Griffin
authors.forename: Ian R
authors.initials: IR
authors.lastname: Hardcastle
authors.forename: Andrew
authors.initials: A
authors.lastname: Henderson
authors.forename: Jerome
authors.initials: J
authors.lastname: Meneyrol
authors.forename: Veronique
authors.initials: V
authors.lastname: Mesguiche
authors.forename: Kerry L
authors.initials: KL
authors.lastname: Sayle
authors.forename: Bernard T
authors.initials: BT
authors.lastname: Golding
mesh_terms: D015394:Molecular Structure; D011687:Purines / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry*; D014270:Trifluoroethanol / Q000737:chemistry*
chemical_list: D011687:Purines; D011743:Pyrimidines; D012997:Solvents; D014270:Trifluoroethanol; D014269:Trifluoroacetic Acid