Abstract

SiO2/ZnCl2 catalyzed �±-aminophosphonates and phosphonated N-(substituted phenyl) sulfonamides of 2-aminothiophene: Synthesis and biological evaluation

Author(s): Subba Rao. D, Rasheed. S, Thaslim Basha. S K, Naga Raju. C and Naresh. K

In the present report, an expeditious green synthetic approach was developed for the synthesis of new α- aminophosphonates6(a-f) of multisubstituted 2-aminothiophene in good yields through one-pot three component reaction (Kabachnik-Fields reaction) catalyzed by silica supported ZnCl2 under solvent-free conditions. In vitro antimicrobial and antioxidant activities were evaluated and the data revealed that the compound 6eexhibited significantactivities. Again, this active α-aminophosphonate 6e was proceeded as precursor and a series of novel N-(substituted phenyl) sulfonamidoα-amino phosphonate derivatives, ethyl 5-[N-(diethoxyphosphoryl)(2- hydroxyphenyl)methyl)substitutedphenylsulfonamido]-4-cyano-3-methylthiophene-2-carboxylates 8(a-e) were accomplished by reactingwith active functionalized phenylsulfonyl chlorides. In vitro antimicrobial and antioxidant activities of these synthesized compounds8(a-e) were screened at different concentration. IC50 values were also determined. It was found that there is enhancement in antimicrobial activity and no significant enhancement in antioxidant activity in compounds 8(a-e) when compared with active α-aminophosphonate 6e.

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