Synthesis and Biological Activities of Bis[4-hydroxy-5,6-dihydro-6- alkyl(aryl)-2H-pyran-2-one-3-] methane

Abstract

Abstract: We attempted to build a carbon-carbon single bond in 3 position of 5,6-dihydro-6-alkyl(aryl)-2H-pyran-2,4-diones by Mannich reaction, but failed to gain the title compounds and the unexpected products were obtained. 5,6-Dihydro-6-alkyl(aryl)-2H-pyran-2,4-diones with aldehydes and a series of bis[4-hydroxy-5,6-dihydro-6-alkyl(aryl)-2H-pyran-2-one-3-] methanes were obtained. Their structures were confirmed by ¹H NMR spectra and elemental analyses. In order to discuss this new condensation reaction, its reaction conditions were discussed. Compounds 3 were tested in vitro against many fungi such as P. Zeae, C. Arachidicala, P. Piricola, A. Solani, B. Cinerae, S. Sclerotiorum and H. Oryzae. The bioassay results show that they have some fungicidal tobacco virucidal activities.

Key words: Condensation reaction, Reaction condition, Fungicidal activity, Tobacco virucidal activity

CLC Number:

O623

TrendMD:

LI Yu-Xin, WANG You-Ming, WANG Su-Hua, YANG Xiao-Ping, LI Zheng-Ming . Synthesis and Biological Activities of Bis[4-hydroxy-5,6-dihydro-6- alkyl(aryl)-2H-pyran-2-one-3-] methane[J]. Chem. J. Chinese Universities, 2004, 25(2): 281.

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Synthesis and Biological Activities of Bis[4-hydroxy-5,6-dihydro-6- alkyl(aryl)-2H-pyran-2-one-3-] methane

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