Polyfuryl(aryl)alkanes and their derivatives. 12. C-Fur bond cleavage in the series of polyfuryl(aryl)alkanes

Abstract

Reactions taking place with cleavage of the C-Fur bond are examined. It was established that disproportionation in two directions, leading to the formation of tris(5-methyl-2-furyl)methane, takes place when 3, 4dimethoxyphenylbis(5-methyl-2-furyl)methane is boiled in an acidic medium. The acid-catalyzed reaction of 5-methylfurfural with ethylene glycol leads to the formation of either 2-(5-methyl-2-furyl)-1,3-dioxolane or tris(5-methyl-2-furyl)methane, depending on the catalyst. The treatment of 2-(5-methyl-2-furyl)-1,3-dioxolane or gem-tris(5-methyl-2-furyl)ethane with trityl perchlorate leads to tris(5-methyl-2-furyl)carbenium or bis(5-methyl-2-furyl)methylcarbenium perchlorates respectively.

How to Cite
Butin, A. V.; Stroganova, T. A.; Kul'nevich, V. G. Chem. Heterocycl. Compd. 1996, 32, 153. [Khim. Geterotsikl. Soedin. 1996, 175.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165437