Be. Huff et al., SYNTHETIC APPROACHES TO BENZOFURAN CONTAINING INSULIN SENSITIVITY ENHANCER COMPOUNDS FOR TREATMENT OF TYPE-II DIABETES, Heterocycles, 45(7), 1997, pp. 1363-1384
The search for Insulin Sensitivity Enhancer (ISE) compounds, for poten
tial use in the treatment of Type II diabetes, has led to the synthesi
s of compounds that contain a benzofuran spacer between an aryloyl sub
stituent and a 2,4-thiazolidinedione pharmacophore. Sequential combina
tion of haloacetyl aryl substrates with 5-formylsalicylaldehyde gave t
he desired 2-aryloyl-5-formylbenzofuran intermediates. A related class
of compounds, those with a methylene tether between the aromatic moie
ty and the benzofuran spacer, were also prepared through this strategy
.