Synthesis, crystal structure, and insecticidal activities of highly congested hexahydroimidazo[1,2-a]pyridine derivatives: effect of conformation on activities.
A series of hexahydroimidazo[1,2-a]pyridine derivatives were designed and synthesized through aza-Diels-Alder reactions and evaluated for insecticidal activities. Compounds 6a-d with endo-conformation were endowed with excellent insecticidal activities against cowpea aphid ( Aphis craccivora ) and armyworm ( Pseudaletia separata Walker), whereas exo-compounds 7a-d showed only low activities against cowpea aphid. The difference in activities between the endo- and exo-conformations indicated that conformation was the determinant of life or death of the insects for these compounds.
Shao
Xusheng
X
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.
Xu
Zhiping
Z
Zhao
Xianfeng
X
Xu
Xiaoyong
X
Tao
Liming
L
Li
Zhong
Z
Qian
Xuhong
X
D000818:Animals; D018360:Crystallography, X-Ray; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008968:Molecular Conformation; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D021241:Spectrometry, Mass, Electrospray Ionization
D007306:Insecticides; D011725:Pyridines