Scheme 6.
Synthesis of thiazole-condensed derivatives rac-3a-g from 3-aminoflavanones rac-cis-1a-e, g and rac-trans-1a-g. i: acetyl chloride, Et3N, dry THF, 0 °C, 15 min (64–75%, dr 95:5 in favor of cis). ii: acetyl chloride, Et3N, dry THF, rt, 1H (71–82%). iii: Lawesson’s reagent, dry toluene, 70 °C, 4 h (55–82%).
