AI Article Synopsis

  • The SNAr displacement reactions of specific compounds (6-cyclohexylmethoxy-2-fluoropurine, 6-amino-2-butylsulfonyl-4-cyclohexylmethoxypyrimidine, and 2-amino-6-chloropurine) with substituted anilines show notable acceleration in the presence of trifluoroacetic acid.
  • These reactions are especially efficient when conducted in the solvent 2,2,2-trifluoroethanol, highlighting the role of solvent in enhancing reaction rates.
  • The involvement of weakly nucleophilic anilines, like 4-aminobenzenesulfonamide, suggests that

Article 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.

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http://dx.doi.org/10.1039/b308948gDOI Listing

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