title: Synthesis of the insecticide prothrin and its analogues from biomass-derived 5-(chloromethyl)furfural.
abstract: Prothrin, a synthetic pyrethroid insecticide, was synthesized from the biomass-derived platform chemical 5-(chloromethyl)furfural in six steps and overall 65% yield. Two structural analogues of prothrin were also prepared following the same synthetic approach. Preliminary testing of these furan-based pyrethroids against the yellow fever mosquito Aedes aegypti indicates promising insecticidal activities.
authors.affiliation: Department of Chemistry, University of California Davis , 1 Shields Avenue, Davis, California 95616, United States.
authors.forename: Fei
authors.initials: F
authors.lastname: Chang
authors.forename: Saikat
authors.initials: S
authors.lastname: Dutta
authors.forename: James J
authors.initials: JJ
authors.lastname: Becnel
authors.forename: Alden S
authors.initials: AS
authors.lastname: Estep
authors.forename: Mark
authors.initials: M
authors.lastname: Mascal
mesh_terms: D000330:Aedes; D000818:Animals; D018533:Biomass; D005662:Furaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D005663:Furans; D007306:Insecticides / Q000138:chemical synthesis*; D026023:Permethrin; D011722:Pyrethrins / Q000138:chemical synthesis*
chemical_list: C545952:5-(chloromethyl)furfural; D005663:Furans; D007306:Insecticides; D011722:Pyrethrins; D026023:Permethrin; D005662:Furaldehyde
keywords: 5-(chloromethyl)furfural; biomass; furans; pyrethroids; synthesis