Citation: Xuan-Qi Liu, Ya-Qin Liu, Xu-Sheng Shao, Zhi-Ping Xu, Xiao-Yong Xu, Zhong Li. Synthesis and insecticidal evaluation of tetrahydroimidazo[1,2-a]pyridin-5(1H)-one derivatives[J]. Chinese Chemical Letters, ;2016, 27(01): 7-10. doi: 10.1016/j.cclet.2015.10.002 shu

Synthesis and insecticidal evaluation of tetrahydroimidazo[1,2-a]pyridin-5(1H)-one derivatives

1.
a Shanghai Key Lab of Chemistry Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China;
2.
b Shanghai Collaborative Innovation Center for Biomanufacturing Technology, Shanghai 200237, China

Corresponding author: Zhong Li,
Received Date: 6 May 2015
Available Online: 17 June 2015
Fund Project: This work was financial supported by National High Technology Research Development Program of China(863 Program, No. 2011AA10A207) (863 Program, No. 2011AA10A207) National Natural Science Foundation of China(Nos. 21472046, 21372079) (Nos. 21472046, 21372079) Shanghai Pujiang Program(No. 14PJD012) (No. 14PJD012)the Fundamental Research Funds for the Central Universities(No. 222201414015). This work was also partly supported by Australia DC Foundation. (No. 222201414015)

A series of novel tetrahydroimidazo[1,2-a]pyridine-5(1H)-one derivatives containing a electronegative pharmacophore(=CNO₂) were synthesized via practical aza-ene reaction and characterized by ¹H NMR, ¹³C NMR, ¹⁹F NMR and HRMS. Preliminary bioassays showed that some of the target compounds exhibited good insecticidal activity against brown planthopper(Nilaparvata lugens) and cowpea aphids(Aphis craccivora) at 500 mg L^-1. Among them, compound 11h was active against brown planthopper at 100 mg L^-1. The insecticidal activities varied significantly depending on the types and patterns of the substituents, which provided guidance for further investigation on structure modifications.
- Neonicotinoids,
- Tetrahydroimidazo[1,2-a]pyridin-5(1H)-,
- one,
- Configuration,
- Insecticidal activity
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