56913-22-5Relevant academic research and scientific papers
THE AdNSNE MECHANISM IN THE REACTION OF PHENOL AND BENZENETHIOL WITH α-BROMO MICHAEL ACCEPTORS IN THE K2CO3-ACETONE SYSTEM
Rosnati, Vittorio,Saba, Antonio,Salimbeni, Aldo,Vettori, Umberto
, p. 249 - 256 (2007/10/02)
In the reaction of α-bromo Michael acceptors with either phenol or benzenethiol formal substitution of the vinylic bromine proceeds through addition of the phenolic reagent, followed by nucleophilic substitution and β-elimination (AdNSNE mechanism) in the system K2CO3-acetone.The process is shown to be stereospecific in the case of 2a,b and 3b,c, leading to the corresponding Z isomer.The reactivity of substrates 1-4 is discussed in terms of their structural features.
THE REACTIONS OF PHENOLIC REAGENTS WITH α-BROMO MICHAEL ACCEPTORS IN THE K2CO3-ACETONE SYSTEM. A STEREOSPECIFIC AdSNE PROCESS.
Rosnati, Vittorio,Saba, Antonio,Salimbeni, Aldo
, p. 167 - 168 (2007/10/02)
α-bromo Michael acceptors undergo ipso-substitution by phenol or benzenethiol in the K2CO3-acetone system, the reaction originating the (Z) isomers, via a stereospecific AdSNE process.
