Jackson, Yvette A.; Hepburn, Seon A.; Reynolds, William F.
Author Affiliation, Ana.
Department of Chemistry
Synthesis of a thiophene analogue of kuanoniamine A
Journal of the Chemical Society. Perkin transaction 1
Date of Publication
Synthesis of 9-methoxycarbonyl-7H- benzothieno[4,5,6-ij][2,7]naphthyridin-7-one (3)– an analogue of kuanoniamine A (1)—via hetero Diels–Alder reaction of crotonaldehyde N,N-dimethylhydrazone with 2-methoxycarbonylbenzo[b]thiophene-4,7-dione and subsequent annelation, is described. The Diels–Alder reaction produced only the adduct with the desired regiochemistry, the structure of which was verified by 2D-NMR experiments.....