S-Alkylation followed by heterocyclization of trifluoromethyl-3-cyano-2(1H)
-pyridinethiones was used for preparation of libraries of S-alkyl trifluoro
methylpyridines and thieno[2,3-b]pyridines. The S-alkylation (in water-DMF
mixtures) was successful for all 18 alkylating agents employed (yields typi
cally >50%). S-Alkyl derivatives were further converted to corresponding th
ieno[2,3-b]pyridines via heterocyclization in base conditions (yields >65%)
. Structures of new compounds were elucidated by a combination of IR and H-
1 NMR spectroscopy and elemental analysis and were confirmed by means of si
ngle-crystal X-ray diffraction analysis.