521270-77-9Relevant academic research and scientific papers
Chemoselective double annulation of two different isocyanides: Rapid access to trifluoromethylated indole-fused heterocycles
Gao, Yuelei,Hu, Zhongyan,Dong, Jinhuan,Liu, Jun,Xu, Xianxiu
, p. 5292 - 5295 (2017/11/06)
An unprecedented chemoselective double annulation of α-trifluoromethylated isocyanides with o-acylaryl isocyanides has been developed. This new reaction provides a rapid, efficient, and complete atom-economic strategy for the synthesis of trifluoromethylated oxadiazino[3,2-α]indoles in a single operation from readily available starting materials. Isocyanide insertion into C=O double bonds is disclosed for the first time as indicated by the results of 18O-labeling experiment. A mechanism for this domino reaction is proposed involving chemoselective heterodimerization of two different isocyanides, followed by indole-2,3-epoxide formation and rearrangement.
A convenient synthesis of quinolines by reactions of o-isocyano-β- methoxystyrenes with nucleophiles
Kobayashi, Kazuhiro,Yoneda, Keiichi,Miyamoto, Kazuna,Morikawa, Osamu,Konishi, Hisatoshi
, p. 11639 - 11645 (2007/10/03)
2,4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-β-methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl(or aryl)lithiums in generally good yields. Subsequently, o-isocyano-β- methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N,N-dialkylquinolin-2-amines in satisfactory yields. Graphical Abstract.
Synthesis of 2,4-disubstituted quinolines by reactions of o-isocyano-β-methoxystyrene derivatives with organolithiums
Kobayashi, Kazuhiro,Yoneda, Keiichi,Mano, Masaaki,Morikawa, Osamu,Konishi, Hisatoshi
, p. 76 - 77 (2007/10/03)
Alkyl(or aryl)lithiums reacted efficiently with o-isocyano-β-methoxystyrene derivatives, prepared in three steps from o-aminophenyl ketones, to afford the corresponding 2,4-disubstituted quinolines in satisfactory yields.
