Survey reactions of gabapentin with trifluoroacetimidoyl chlorides or trialkyl phosphites.

Synthesis of a new class of 2-[1-({[2,2,2-trifluoro-1-(arylamino)ethylidene]amino}methyl)cyclohexyl]acetic acids and 2,2,2-trifluoro-N-({1-[2-oxo-2-(arylamino)ethyl]cyclohexyl}methyl)acetamides are described by one-pot reaction of gabapentin and trifluoroacetimidoyl chlorides in the presence and absence of titanium dioxide nanoparticles (TiO2-NPs) as a catalyst and sodium hydride as a base under an N2 atmosphere. Subsequently, a series of potentially biologically active of 2-[1({[(dialkoxyphosphoryl)(phenyl)methyl]amino}methyl)cyclohexyl] acetic acid derivatives were synthesized via reaction of gabapentin, benzaldehyde imino derivatives and trialkyl phosphites in the presence of I2/CH3COOH as catalyst. The structures of products are supported by FT-IR, ¹HNMR, 13C-NMR, 19F-NMR spectral and X-Ray crystallography data. [ABSTRACT FROM AUTHOR]