321984-80-9Relevant academic research and scientific papers
Dearopmatizing Anionic Cyclization of Substituted N-Cumyl-N-benzylbenzamides on Treatment with LDA: Synthesis of Partially Saturated Substituted Isoindolones
Clayden, Jonathan,Menet, Christel J.,Mansfield, Darren J.
, p. 4229 - 4232 (2000)
On treatment with LDA, substituted N-benzylbenzamides (including those bearing electron-withdrawing, electron-donating, or conjugating groups) become lithiated and cyclize to give, after aqueous quench, a range of partially saturated isoindolones as single regio- and stereoisomers. In general, the isoindolones resist rearomatization. Reaction of N-cumyl-N-benzylbenzamides leads to cyclized products which may be deprotected to give N-unsubstituted isoindolones.
