Abstract
A collection of 91 3-(arylthiomethyl)isoxazole-4,5-dicarboxamides was prepared starting from dimethyl 3-(chloromethyl)isoxazole-4,5-dicarboxylate. The thioether moieties in these compounds were subsequently oxidized to give the corresponding 3-(arylsulfonylmethyl)isoxazole-4,5-dicarboxamides. By carefully controlling stoichiometry and reaction conditions, the C4 and C5 carbomethoxy groups could be differentially derivatized to carboxamides. A total of 182 trisubstituted isoxazoles are reported and deposited in the National Institutes of Health Molecular Repository; an 80 compound subset was evaluated for insecticidal activity.
Original language | English (US) |
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Pages (from-to) | 7422-7426 |
Number of pages | 5 |
Journal | Journal of Agricultural and Food Chemistry |
Volume | 57 |
Issue number | 16 |
DOIs | |
State | Published - 2009 |
Keywords
- Insecticidal activity
- Isoxazole
- Nucleophilic selectivity
ASJC Scopus subject areas
- Agricultural and Biological Sciences(all)
- Chemistry(all)