Synthesis of New Phosphonoamide and Phosphonocaprolactam Derivatives via the Diethyl Chlorophosphate‐Promoted Beckmann Rearrangement of γ‐Phosphonyloximes

Synthesis, Antimicrobial Activity and Molecular Docking Study of Novel α‐(Diphenylphosphoryl)‐ and α‐(Diphenylphosphorothioyl)cycloalkanone Oximes

“…The Z and E configurations were assigned on the basis of the 13 C chemical shifts of carbons in α position with respect to the C=N double bond. Indeed, according to some literature data regarding the stereochemistry of oximes, [35][36][37] the carbon adjacent to the C=N double bond resonates at higher field when it is in the syn position relative to the oxime OH group. It should be mentioned that our attempts to separate the Z and E isomers by column chromatography or by fractional crystallization, have failed.…”

TfOH-Catalyzed Phosphinylation of 2,3-Allenols into γ-Ketophosphine Oxides

“…To demonstrate the practical utility of this method, a gram-scale reaction of 1a (1.46 g, 10 mmol) with 2a (2.43 g, 12 mmol) was conducted to afford the expected product 3a (3.46 g) in 99% yield (Scheme a), indicating that the reaction could be effectively scaled up without decreasing the yields. Moreover, the products could be easily transformed to other derivatives. , For example, 3a could react with HBr to produce a useful α-bromocarbonyl compound 4 (Scheme b).…”