Tributylmagnesium ate complex-mediated bromine–magnesium exchange of bromoquinolines: a convenient access to functionalized quinolines

✍ Scribed by Sylvain Dumouchel; Florence Mongin; François Trécourt; Guy Quéguiner

• Book ID: 104253111
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 164 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)00183-7

✦ Synopsis

2-, 3-and 4-bromoquinolines were converted to the corresponding lithium tri(quinolyl)magnesates at -10°C by treatment with Bu 3 MgLi in THF or toluene. The resulting organomagnesium derivatives were quenched by various electrophiles to afford functionalized quinolines.