P. Cozzi, A. Pillan
Nov 1, 1988
Citations
0
Influential Citations
8
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The synthesis of 2-(1H-imidazol-1-yl)-4H-1-benzothiopyran-4-ones 3 from 3-bromo-4H-1-benzothiopyran-4-ones 1 and imidazole is described. The reaction of 1 with secondary amines gives the corresponding 3-amino-thiochromones 11. Compounds 3 can be oxidized to the sulfones 4 from which the thiochromanols 5 and thiochromene 7 can be easily obtained. 3-Bromo-2,3-dihydro-6-methyl-4H-1-benzothiopyran-4-one 12 and imidazole led by dehydrohalogenation to thiochromone, while the ketal 13 rearranged to benzo[b]thiophene 16.