Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry and Computational Chemistry

Abstract

Synthesis, Spectral Characterization and Bio-activity of Novel Iminophosphorane derivatives of piperazine via Staudinger reaction

Author(s): Sampath Chinnam, Hari Krishna Nallapaneni, Kotaiah Yalagala, Naga Raju Chamarthi, Balaji Meriga1, and Venkata Rao Chunduri

Synthesis of a series of novel iminophosphorane derivatives of piperazine was accomplished through Staudinger reaction in high yields (70-80%). In the first step, 1-(4-fluorophenyl) piperazine (1) and 1-(2-pyrimidyl) piperazine (6) were reacted with chlorodiphenylphosphine (2) in the presence of triethylamine (TEA) in dry THF at low temperature under N2 atmosphere to form the compounds (3) and (8). These on further reaction with a series of alkyl azides (4a-k) gave the corresponding iminophosphorane derivatives (5a-k). Their chemical structures were established by IR, 1H, 13C, 31P-NMR, mass spectral studies and elemental analyses. All the titled compounds (5a-k) showed promising anti-microbial activity.


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