107484-69-5Relevant articles and documents
Condensed Heteroaromatic Ring Systems. V. Formal Synthesis of Matrine and Related Compounds Using Palladium-Catalyzed Carbon-Carbon Bond Formations as Key Reactions
Sakamoto, Takao,Miura, Norio,Kondo, Yoshinori,Yamanaka, Hiroshi
, p. 2018 - 2023 (2007/10/02)
The iodonation and subsequent dehydroxychlorination of 1,6-naphthyridin-5(6H)-one gave 5-chloro-8-iodo-1,6-naphthyridine, wich 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-1-ol, as key reactions.Similarly, nordehydro-α-matrinidine was synthesized through four steps from 8-bromo-1,6-naphthyridine, obtained by the bromination of unsubstituted 1,6-naphthyridine.Keywords - synthesis; matrine; didehydromatrine; nordehydro-α-matrinidine; palladium-catalyzed reaction; 1,6-naphthyridine; ethyl acrylate; 3-butyn-1-ol