M. N. Elinson, O. O. Sokolova, R. F. Nasybullin, T. A. Zaimovskaya, M. P. Egorov, “Efficient non-catalytic synthesis of substituted 2,3,4,9-tetrahydro-1<i>H</i>-xanthen-1-ones from salicylaldehydes and dimedone”, Mendeleev Commun., 2015, Volume 25, Issue 1,Pages <nobr>19–20</nobr>

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Mendeleev Commun., 2015 Volume 25, Issue 1, Pages 19–20 (Mi mendc2285)

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Communications

Efficient non-catalytic synthesis of substituted 2,3,4,9-tetrahydro-1H-xanthen-1-ones from salicylaldehydes and dimedone

M. N. Elinson^a, O. O. Sokolova^b, R. F. Nasybullin^a, T. A. Zaimovskaya^c, M. P. Egorov^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b Higher Chemical College of the Russian Academy of Sciences, D.I. Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
^c A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Thermally induced non-catalytic assembling of salicylaldehydes and dimedone in water or ethanol affords 9-(2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexen-1-yl)-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-ones in 85–95% yields as a sequence of Knoevenagel and Michael reactions.

Language: English

DOI: 10.1016/j.mencom.2015.01.006

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