Synthesis, crystal structure and biological activities of O,O-dialkyl α-[1-(2-Chlorothiazol-5-ylmethyl)-5-methyl-1H-1,2,3-triazol-4-ylcarbonyloxy]alkylphosphonates

In order to search for novel agrochemicals with high activity and low toxicity, a series of phosphonate derivatives containing 1,2,3-triazole and thiazole rings were designed and synthesized using 2-chloro-5-(chloromethyl)thiazole as the starting material. Their structures were confirmed by IR, H-1 NMR, P-31 NMR, EI-MS or ESI-MS and elemental analyses. The crystal structure of 7a was determined by single crystal X-ray diffraction. Prelimitiary bioassays indicated that most of the target compounds did not display insecticidal activities, but a fraction of them possessed herbicidal and fungicidal activities to some extent.