93390-64-8Relevant articles and documents
Studies in 1-Aza-1,3-butadienes: Grignard Reaction of Phenylmagnesium Bromide with Open-Chain Conjugated Azomethines
Krishan, Kewal,Kumari, Savita,Singh, Baldev
, p. 257 - 259 (2007/10/02)
The reaction of phenylmagnesium bromide (II) with open-chain conjugated azomethines (I) bearing electron withdrawing or electron-donating groups on the amine moiety gives N,N-diaryl-2,3,3-triphenylpropylamines (III) and N-aryl-α-styrylbenzylamines (IV).Products of the type III are formed by 1,4-addition whereas those of the type IV by normal 1,2-addition of the Grignard reagent to the azomethine bond.Generally, azomethines bearing electron-donating substituents on the amine moiety undergo 1,2-addition reaction in addition to 1,4-addition, whereas those with electron-withdrawing substituents preferentially undergo 1,4-addition.