Synthesis and fungistatic activity of aryl-substituted naphthalene- and indene-2-carbonitriles

• Autorzy: Kozik B , Burgieł Z. J. , Sepioł J. J. , Wilamowski J. , Łuczyński M. K. , Góra M.
• Języki publikacji: EN

Abstrakty

EN

4-Aryl-substituted 1-aminonaphthalene-2-carbonitriles and 3-phenyl-1-oxo-1H-indene-2-carbonitriles were prepared in a two--step synthesis from appropriate carbonyl compounds and were evaluated in vitro for growth-inhibiting activity against some phytopathogenic fungi: Fusarium culmorum, Penicillium expansum, Botrytis cinerea and Alternaria species. The results were compared with the activity of a commercial fungicide - captan. The highest fungistatic activity was revealed by 1-amino-4-phenylnaphthalene-2-carbonitrile. An efficient synthesis of 1-amino-4-arylnaphthalene-2-carbonitriles involves condensation of diarylacetaldehydes or 1,1-diarylacetones with malonodinitrile and cyclization of the obtained aryl-ylidenemalonodinitriles in concentrated sulfuric acid. The benzannulation reaction is accompanied by a quasi-aromatic rearrangement. The indenone derivatives were synthesized in the same manner from substituted benzophenones. As the formation of five-membered ring during the cyclization of diarylmethylidenemalonodinitriles was less effective, the rearrangement was not observed.

Słowa kluczowe

EN

phytopathogenic fungi; PAHs; fungistatic activity; plant protection

PL

grzyby fitopatogenne; WWA; aktywność fungistatyczna; ochrona roślin

• Wydawca: University of Warmia and Mazury in Olsztyn, Poland
• Czasopismo: Environmental Biotechnology
• Rocznik: 2006
• Tom: Vol. 2, No. 1
• Strony: 20--25
• Opis fizyczny: Bibliogr. 11 poz., tab.

Twórcy

autor

Kozik B

autor

Burgieł Z. J.

autor

Sepioł J. J.

autor

Wilamowski J.

autor

Łuczyński M. K.

autor

Góra M.

• Department of Organic Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland,

Bibliografia

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