K. Kobayashi, H. Takeuchi, S. Seko
Aug 7, 1991
Citations
0
Influential Citations
18
Citations
Journal
Helvetica Chimica Acta
Abstract
2,3-Dihydro-1H-benz[f]indole-4,9-diones are formed in one-step in 45–82% yields by an unprecedented [2+3]-type regioselective photoaddition of 2-amino-1,4-naphthoquinone with various electron-rich alkenes and the [2+3] adducts derived from ammonaphthoquinone with vinyl ethers and vinyl acetate to give 1H-benz[f]indole-4,9-diones including a benzindole-dione with a kinamycin skeleton in 33–72% yields. A probable pathway leading to the formation of the dihydroindole-dione involving air oxidation of an intermediary hydroquinone is proposed.