Journal of Organometallic Chemistry p. 273 - 286 (1988)
Update date:2022-07-29
Topics:
Godard, Alain
Jacquelin, Jean-Marie
Queguiner, Guy
The three isomeric 2-, 3- and 4-pivalamidoquinolines react with lithiating reagents to give either metalation or nucleophilic addition products.Metalation occurs best with the 2-substituted isomer.Surprisingly the 4-pivalamidoquinoline is lithiated at C(8).A new directing group derived from the amine, the ureido substituent, directs the lithiation at C(2) of the 3-aminoquinoline derivative.
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