ISSN:
1573-1561
Keywords:
Oriental fruit fly
;
Dacus dorsalis Hendel
;
Diptera
;
Tephritidae
;
methyl eugenoi analogs
;
synthesis
;
coupling reaction
;
benzylic bromides
;
attractants
;
lures
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
,
Chemistry and Pharmacology
Notes:
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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00980593
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