Chemistry of Heterocyclic Compounds p. 524 - 533 (1993)
Update date:2022-08-03
Topics:
Butin, A. V.
Krapivin, G. D.
Zavodnik, V. E.
Kul'nevich, V. G.
Reaction of 2-hydroxybenzaldehydes with α-methylfuran (sylvan) under acid-catalysis conditions was investigated It is shown that the reaction does not stop at the step involving formation of 2-hydroxyarylfuryl-methanes but proceeeds further with opening of one of the furan rings and recyclization to 3-furylbenzo-furan derivatives.The latter in turn undergo transformations that lead to new heterocyclic systems - 5,6-dihydro-2,4-dimethyl-4-(5-methyl-2-furyl)-4H-benzofuro<2,3-h>cyclopentafurans.Data from the IR, PMR, and mass spectra, alternative synthesis, and x-ray diffraction analysis were used to confirm structures of the synthesized compounds.
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Doi:10.1016/S0040-4039(00)60636-6
(1993)Doi:10.1039/c3dt52463a
(2014)Doi:10.1039/c39930001038
(1993)Doi:10.1021/jo00078a015
(1993)Doi:10.14233/ajchem.2013.12976
(2013)Doi:10.1002/jccs.201600888
(2018)