Abstract
A convenient synthetic approach for previously unknown N-(R-cyclopropyl)trifluoroacetimidoyl phosphonates 5a,b (R˭H, CF3) was developed on the basis of the reaction of respective trifluoroacetimidoyl chlorides with triethyl phosphite. It was shown that imidoyl phosphonates 5a,b exist as equilibrium mixture of Z/E isomers (Z:E ∼92:8). Activation parameters of Z–E isomerization were evaluated by 19F NMR spectroscopy. Catalytic hydrogenation of 5a,b can serve as a convenient method for the synthesis of trifluoroethylaminophosphonates with a rigid N-cyclopropyl group.
GRAPHICAL ABSTRACT
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