Synthesis and biological evaluation of novel phosphonyl thiazolo pyrazoles

Srinivas, Avula ; Karthik, Pulluri ; Sunitha, Malladi ; Reddy, K Vasumathi

Abstract

A series of novel dimethyl 7-((2S,3S)-3-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-3,6-dihydro-2H-pyran-2-yl)-4-(4-fluorophenyl)-9-oxo-8-phenyl-6-thia-1,2,8-triazaspiro[4.4]non-2-en-3-ylphosphonate 11a-g have been synthesized by the reaction of chalcone derivatives of (E)-5-benzylidene-2-((2S,3S)-3-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-3,6-dihydro-2H-pyran-2-yl)-3-phenylthiazolidin-4-one 10a-g with Bestmen Ohira reagent. The chemical structures of newly synthesized compounds have been elucidated by IR, NMR, MS and elemental analysis. The compounds 11a-g have been evaluated for their nematicidal activity against Dietylenchus myceliophagus and Caenorhabditis elegans. Compound 11b, 11c, 11g and 11f show appreciable nematicidal activity.


Keyword(s)

Phosponylpyrazoles, Bestmenohira reagent, click reaction, Knovenagel condensation, cyclisation, nematicidal activity


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