Facile Synthesis of 1-Methyl-1H-benzo[b]azepines from 1-Methylquinolinium Iodides and Diazo(trimethylsilyl)methylmagnesium Bromide
作者:Yoshiyuki Hari、Mikio Morita、Toyohiko Aoyama
DOI:10.1055/s-0030-1258306
日期:2010.12
diazo(trimethylsilyl)methylmagnesium bromide, TMSC(MgBr)N2, with 1-methylquinolinium iodides followed by sequential ring expansion using copper(I) chloride gives 1-methyl-3-(trimethylsilyl)-1H-benzo[b]azepines in moderate to good yields. Moreover, the trimethylsilyl group can be removed or converted into a hydroxy(phenyl)methyl group. 1H-benzo[b]azepines - diazo(trimethylsilyl)methylmagnesium bromide - quinolinium
将重氮(三甲基甲硅烷基)甲基溴化镁TMSC(MgBr)N 2与碘化1-甲基喹啉鎓反应,然后使用氯化铜(I)依次扩环,得到1-甲基-3-(三甲基甲硅烷基)-1 H-苯并[ b] ] zepines,产量中等至良好。此外,三甲基甲硅烷基可以被除去或转化为羟基(苯基)甲基。 1 H-苯并[ b ]氮杂-重氮(三甲基甲硅烷基)甲基溴化镁-喹啉盐-扩环-(三甲基甲硅烷基)重氮甲烷