| Abstract
| - A facile detrifluoromethylation was observed when4,4-bis(trifluoromethyl)-5-hydroxyimidazoline5 was treated with a variety of bases to afford thebiologically interesting 4-(trifluoromethyl)imidazole analogs (9 and 10). A uniquemechanism was proposed for this transformation, supportedby isolating and trapping the hypothesized intermediates. Heatingof 5 with Et4NCN in DMSOprovided 19, which was clearly derived from the proposedintermediate 17. Finally, imidazole9was converted into theN-[2-phenyl-4-(trifluoromethyl)-1H-imidazol-5-yl]-N-methylbenzamideanalogs, which were potential acyl CoA:cholesterol acyltransferase (ACAT)inhibitors.
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