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Communication | Regular issue | Vol 22, No. 4, 1984, pp.663-666
Published online, 1st January, 1970
DOI: 10.3987/R-1984-04-0663
Thermal Rearrangement of 2-(2-Furylmethoxy)tropones

Hitoshi Takeshita* and Hiroaki Mametsuka

*Instituete of Advanced Material Study, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan

Abstract

Furfuryl ethers of tropolone and 4- and 5-isopropyltropolones afforded 3-(2-methyl-3-furyl)-, 3-(2-furylmethyl)-, 5-(2-furylmethyl)-, and 5-(5-methyl-2-furyl)tropolone derivatives. Although most of the thermolysates were structurally indistinguishable to the 3,3- or 5,5-sigmatropic products, the deuterium-labelling experiment proved all the pyrolysates to be intermolecular reaction products.