Abstract
Acid hydrazides were coupled with acrylic acid derivatives and cyclodehydration gave 1,3,4-oxadiazoles. Lastly, in-situ nitrile oxide formation from aryl oximes treated with sodium hypochlorite, and subsequent 1,3-dipolar cycloaddition to the exomethylene moiety delivered 2-(4,5-dihydroisoxazol-5-yl)-1,3,4-oxadiazoles. This library was evaluated in a high-throughput screen at Dow AgroSciences. Several compounds were active against fungal pathogens and pest insects.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 5796-5798 |
| Number of pages | 3 |
| Journal | Bioorganic and Medicinal Chemistry Letters |
| Volume | 19 |
| Issue number | 19 |
| DOIs | |
| State | Published - Oct 1 2009 |
Keywords
- 1,3,4-Oxadiazole
- Diheterocylce
- Insecticidal activity
- Isoxazoline
- Small molecule library
ASJC Scopus subject areas
- Pharmaceutical Science
- Drug Discovery
- Organic Chemistry
- Molecular Medicine
- Molecular Biology
- Clinical Biochemistry
- Biochemistry
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Cite this
Milinkevich, K. A., Yoo, C. L., Sparks, T. C., Lorsbach, B. A., & Kurth, M. J. (2009). Synthesis and biological activity of 2-(4,5-dihydroisoxazol-5-yl)-1,3,4-oxadiazoles. Bioorganic and Medicinal Chemistry Letters, 19(19), 5796-5798. https://doi.org/10.1016/j.bmcl.2009.07.139