Preparation of trifluoromethylpyridine libraries

Citation
Am. Shestopalov et al., Preparation of trifluoromethylpyridine libraries, J COMB CHEM, 2(1), 2000, pp. 24-28
Citations number
28
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
JOURNAL OF COMBINATORIAL CHEMISTRY
ISSN journal
15204766 → ACNP
Volume
2
Issue
1
Year of publication
2000
Pages
24 - 28
Database
ISI
SICI code
1520-4766(200001/02)2:1<24:POTL>2.0.ZU;2-2
Abstract
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.