The pyrethrins and related compounds. Part XLII:Structure-activity relationships in fluoro-olefin non-ester pyrethroids

✍ Scribed by Khambay, Bhupinder P S; Farnham, Andrew W; Liu, Mu-Guang

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 123 KB
• Volume: 55
• Category: Article
• ISSN: 1526-498X
• DOI: 10.1002/(sici)1096-9063(199907)55:7<703::aid-ps17>3.0.co;2-4

✦ Synopsis

A series of compounds containing ¯uorine atoms in place of hydrogen in ole®nic non-ester pyrethroids has been synthesised using a route based on novel intermediates, ie 2-¯uoroallyl acetates, which are coupled with aryl Grignard reagents, and tested against several insect species. In most cases, after introduction of ¯uorine at the ole®nic position, the activity remains high in both the 1-aryl-1-(3arylprop-2-enyl)cyclopropane and the (1-aryl-4-arylbut-2-enyl)cyclopropane series. In particular, the former series have potential as soil insecticides, because in tests against Diabrotica balteata, activities were high, and dose-transferability factors were increased by the introduction of ¯uorine.