Synthesis of 3-Substituted Isoxazolecarboxamides as Potential Fungicides

Author(s): Miroslaw Gucma, W. Marek Golebiewski, Boleslaw Morytz, Hayley Charville, Andrew Whiting

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 7 , 2010

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Abstract:

A series of new 3-substituted isoxazolecarboxamides have been prepared from aldehydes. A key step was a 1,3-dipolar cycloaddition of nitrile oxides to α,β-unsaturated esters. Some of these compounds exhibited high fungicidal activities against Alternaria alternate, Botrytis cinerea, Rhizoctonia solani, Fusarium culmorum, and Phytophthora cactorum.

Keywords: Chlorination, cycloaddition, fungicides, isoxazolecarboxamides, regioselectivity, synthesis, Alternaria alternate, Botrytis cinerea, Rhizoctonia solani, Fusarium culmorum, Phytophthora cactorum, flufenacet, isoxaben, pentanochlor, flutolani, Huisgen method, HRMS, NMR spectra, racemate, ESI mass spectra, Micromass LCT, Flash-chromatography, HMPA

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Article Details

VOLUME: 7
ISSUE: 7
Year: 2010
Page: [502 - 507]
Pages: 6
DOI: 10.2174/157017810793362235
Price: $65

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