title: Synthesis of attractants for oriental fruit flyDacus dorsalis Hendel using a catalytic organocopper coupling reaction.
abstract: A general synthetic approach to various catechol derivatives was developed using a copper-catalyzed cross-coupling reaction of 1,2-dimethoxy-4-brornomethyl, 1-ethoxy-2-methoxy-4-bromomethyl- and 2-ethoxy-1-methoxy-4-bromomethylbenzenes with Grignard reagents. Dilithium tetrachlorocuprate was an acceptable catalyst in the dimethoxy series, whereas copper(I) iodide in THF-HMPA was a superior catalyst in all cases due to decreased side reactions, i.e., reduction and reductive coupling. Methyl-substituted analogs of methyl eugenol, a potent attractant of Oriental fruit fly,Dacus dorsalis Hendel, were synthesized by this method and evaluated for attractancy in field tests.
authors.affiliation: U.S. Department of Agriculture, Agricultural Research Service, Insect Chemical Ecology Laboratory, 20705, Beltsville, Maryland.
authors.forename: A P
authors.initials: AP
authors.lastname: Khrimian
authors.forename: A B
authors.initials: AB
authors.lastname: Demilo
authors.forename: R M
authors.initials: RM
authors.lastname: Waters
authors.forename: R T
authors.initials: RT
authors.lastname: Cunningham
authors.forename: B A
authors.initials: BA
authors.lastname: Leonhardt