The iodination and subsequent dehydroxychlorination of l,6-naphthyridin-5(6H)-one gave 5-chloro-8-iodo-1,6-naphthyridine, which was converted to the 5-methoxy derivative. Starting from this compound, didehydromatrine was synthesized by using palladium-catalyzed cross-coupling reactions with ethyl acrylate and 3-butyn-l-ol, as key reactions. Similarly, nordehydro-α-matrinidine was synthesized through four steps from 8-bromo-l,6-naphthyridine, obtained by the bromination of unsubstituted 1,6-naphthyridine.
ASJC Scopus subject areas
- 化学 (全般)