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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis of 3-Substituted Isoxazolecarboxamides as Potential Fungicides

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

Volume 7, Issue 7, 2010

Page: [502 - 507] Pages: 6

DOI: 10.2174/157017810793362235

Price: $65

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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