Citation: Ye-Feng Fan, Wen-Wen Zhang, Xu-Sheng Shao, Zhi-Ping Xu, Xiao-Yong Xu, Zhong Li. Facile three-component synthesis and insecticidal evaluation of hexahydroimidazo[1,2-a]pyridine derivatives[J]. Chinese Chemical Letters, ;2015, 26(1): 1-5. doi: 10.1016/j.cclet.2014.10.019 shu

Facile three-component synthesis and insecticidal evaluation of hexahydroimidazo[1,2-a]pyridine 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: 18 August 2014
Available Online: 14 October 2014
Fund Project: This work was supported by National Key Technology R&D Program of China (No. 2011BAE06B01). (No. 2011BAE06B01)

A series of new hexahydroimidazo[1,2-a]pyridine derivatives were synthesized via convenient and practical three-component reactions. Preliminary bioassays showed that majority of the target compounds exhibited moderate to excellent insecticidal activity against cowpea aphids (Aphis craccivora). Among them, compound 9l demonstrated significant activity with LC₅₀ value of 0.00918 mmol/L which was about 3.8-fold higher than that of imidacloprid (IMI). Furthermore, the study of stereostructure-activity relationship of four isomers of 9k indicated that configuration played a key role in insecticidal activity of these compounds.
- Neonicotinoids,
- Hexahydroimidazo[1,2-a]pyridine,
- Three-component reaction,
- Configuration,
- Insecticidal activity
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