109306-00-5Relevant academic research and scientific papers
A novel anionic domino process for the synthesis of o-cyanoaryl-methylthio/ alkyl/aryl/heteroaryl acetylenes
Kumar, Sarvesh,Peruncheralathan, Saravanan,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
supporting information; experimental part, p. 965 - 968 (2009/04/10)
A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3,3-bis(methylthio) or 3-methylthio-3-aryl heteroaryl. alkyl-o-bromoarylacrylonitriles to ocyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.
CONDENSED HETEROAROMATIC RING SYSTEMS. IX. TOTAL SYNTHESIS OF AAPTAMINE
Sakamoto, Takao,Miura, Norio,Kondo, Yoshinori,Yamanaka, Hiroshi
, p. 2760 - 2765 (2007/10/02)
A five-step synthesis of aaptamine, a marine alkaloid containing a benzonaphthyridine ring, from 6,7-dimethoxy-8-nitro-1(2H)-isoquinolone was accomplished in satisfactory yield.As a basis for the above synthesis, a facile preparation of 6,7-dimethoxy-1(2H)-isoquinolones from 3,4-dimethoxybenzaldehydes was developed using the palladium-catalyzed reaction of o-bromobenzaldehyde derivatives with trimethylsilylacetylene as a key reaction.Keywords-synthesis; aaptamine; palladium-catalyzed reaction; trimethylsilylacetylene; 6,7-dimethoxy-1(2H)-isoquinolone
