1154-27-4Relevant academic research and scientific papers
Facile one-pot direct arylation and alkylation of nitropyridine N -oxides with grignard reagents
Zhang, Fang,Duan, Xin-Fang
supporting information; experimental part, p. 6102 - 6105 (2012/01/06)
Facile arylation and alkylation of nitropyridine N-oxides were developed through the reactions of Grignard reagents with nitropyridine N-oxides. For the same 4-nitropyridine N-oxide, arylation occurred at the 2- (or 6-) position, whereas alkylation occurred at the 3-position in an adjustably site-selective manner. The cooperative action of the two groups was discovered in the reactions of 3-nitropyridine N-oxides. This protocol can find wide applications in building various pyridine compounds as illustrated in total syntheses of Emoxipin and Caerulomycin A and E.
Reaction of quinoline N-oxides with alkyl- and aryllithiums in the presence of oxidant
Tagawa, Yoshinobu,Nomura, Manami,Yamashita, Hiroyuki,Goto, Yoshinobu,Hamana, Masatomo
, p. 2385 - 2397 (2007/10/03)
Quinoline and some 4-substituted quinoline 1-oxides react with alkyl- and aryllithiums in the presence of an oxidant to afford 2-alkyl- and 2- arylquinoline 1-oxides in generally good yields. Among oxidants used, 9- fluorenone is most effective. On the other hand, quinaldine 1-oxide undergoes a base-induced electrophilic reaction with n-BuLi and 9-fluorenone to give 2- [(9-hydroxyfluoren-9-yl)methyl]quinoline 1-oxide.
