87207-67-8

Upstream product

• 4773-35-7 1-chloro-1-phenylpropan-2-one 
• 108-91-8 cyclohexylamine 

Downstream Products

• 87207-80-5 (2S,3S)-1-Cyclohexyl-2-methyl-3-phenyl-aziridine-2-carbonitrile 
• 103818-71-9 N,N'-dicyclohexyl-2,5-diphenyl-p-phenylenediamine 
• 103818-66-2 methyl N-cyclohexyl-3-phenylpropanimidate 
• 103818-67-3 isopropyl N-cyclohexyl-3-phenylpropanimidate 

Relevant academic research and scientific papers

The Favorskii Rearrangement of α-Chloro Ketimines

The Favorskii rearrangement of α-chloro ketimines has been studied.It was shown that the base-induced rearrangement of α-chloro ketimines afforded imidates or amides via a mechanism involving 1,3-dehydrochlorination and ring-opening of the resulting cyclopropylideneamines.The ring-opening occurred in such a way as to produce the most stable carbanion.The entire mechanism paralleled the well-known cyclopropanone mechanism of the Favorskii rearrangement of the corresponding oxygen analogues, i.e., α-halo ketones.Evidence has been presented that the semibenzilic-type mechanism is not operative in the cases studied.Depending upon the reaction conditions and the substrate, the Favorskii rearrangement was accompanied by various side reactions including nucleophilic substitution, 1,2-dehydrochlorination, rearrangement via intermediate α-alkoxyaziridines, and self-condensation.