Polyfunctional molecules in processes of aromatic nucleophilic substitution 3. Pentaf luoropyridines as scaffolds for synthesis of liquid-phase combinatorial libraries based on S N Ar processes

Abstract

A possibility of using polyfluorinated pyridines as multiply modified molecules, i.e., scaffolds, in processes of aromatic nucleophilic substitution (S N Ar) for the synthesis of liquid-phase combinatorial libraries was studied. The real and “virtual” combinatorial libraries of diaryl ethers were synthesized by the reactions of pentafluoropyridine with phenol and its derivatives. Some criteria for the estimation of the quality of the libraries were formulated. A rational methodology for the preparation of representative combinatorial mixtures on the basis of processes of the S N Ar type in polyfluorinated arenes was proposed. The libraries can be used in highly efficient biological screening of low-molecular-weight regulators of transferase functioning.