Designing Tetrahydroimidazo[1,2-a]pyridine derivatives via catalyst-free Aza-Diels-Alder reaction (ADAR) and their insecticidal evaluation.
A series of tetrahydroimidazo[1,2-a]pyridine derivatives were synthesized by the reaction of 2-vinyl-4,5-dihydroimidazole derivatives with substituted benzylidenemalononitrile via a catalyst-free aza-Diels-Alder reaction. Insecticidal activities of target compounds were tested against pea aphids ( Aphis craccivora ), which showed that activities were strongly influenced by the substituents and their positions. Especially, the introduction of a fluoro group at the 2- position increased activities.
Zhang
Wenwen
W
Shanghai Key Laboratory of Chemistry Biology, Institute of Pesticides and Pharmaceuticals, East China University of Science and Technology, Shanghai 200237, China.
Chen
Yinbo
Y
Chen
Weidong
W
Liu
Zewen
Z
Li
Zhong
Z
D000818:Animals; D001042:Aphids; D001597:Benzylidene Compounds / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009570:Nitriles / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
D001597:Benzylidene Compounds; D007093:Imidazoles; D007306:Insecticides; D009570:Nitriles; D011725:Pyridines; C000945:dicyanmethane