EventsThe 22nd International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session A. Bioorganic, Medicinal and Natural Products Chemistry of the event The 22nd International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2018
Citation
Iván Cortés, Melina G. Di LIberto, Marcos G. Derita, Teodoro S. Kaufman, Andrea B. J. Bracca, Cerium(III)-promoted synthesis of methoximes and preliminary results of their activity against phytopathogenic fungi, in Proceedings of The 22nd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2018, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-22-05677
Share
Email
Facebook
Twitter
LinkedIn

Cerium(III)-promoted synthesis of methoximes and preliminary results of their activity against phytopathogenic fungi

Melina G. Di LIberto 2
image
1. Instituto de Química Rosario IQUIR (CONICET-UNR), and Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario (UNR), Suipacha 531 (2000) Rosario, Argentina
2. Farmacognosia, Facultad de Ciencias Bioquímicas y Farmacéuticas-Universidad Nacional de Rosario, Suipacha 531, S2002LRK Rosario, Argentina
3. CONICET, Facultad de Ciencias Agrarias-Universidad Nacional del Litoral, Kreder 2805, S3080HOF, Esperanza, Argentina
Abstract

The reaction between aromatic and aliphatic aldehydes and ketones with methoxylamine is promoted by cerium chloride. The antifungal activity of some methoxime derivatives against five postharvest phytopathogenic fungi, was examined, employing imazalil and carbendazim as positive controls, and the preliminary results are discussed. The target fungi were Rhizopus stolonifer, Botrytis cinerea, Penicillium digitatum, Penicillium italicum and Monilinia fructicola. These phytopathogens affect fruits worldwide, causing relevant economic damage. In all cases, minimum inhibitory concentrations and minimum fungicidal concentrations were obtained. Despite most of the simple compounds resulted inactive, preliminary results suggest that certain compounds display a structure-dependent activity which correlates with the length of the substituent attached to the oxime sp2 carbon.

Keywords
CeCl3-promoted reaction
methoximation
antifungal activity
postharvest phytopathogenic fungi
Manuscript
A one-pot microwaves-mediated approach towards 3-methylisoquinolines from hydrazone-derived 1-azatrienes
A new approach to 5-functionalized 1,2-dihydropyrimidin-2-ones/imines via base-induced chloroform elimination from 4-trichloromethyl-1,2,3,4-tetrahydropyrimidin-2-ones/imines