Abstract
The corresponding 1,2-bis(2-benzofuryl)ethylenes and 2-methylbenzofurans were isolated as side products, along with the principal reaction products (2-formylbenzo-furans), in the Rosenmund reduction of 3-, 5-, and 7-alkylbenzofuran-2-carboxylic acid chlorides. The bis(2-benzofuryl)ethylene structure was confirmed by the IR and PMR spectra data and alternative synthesis by reduction of the corresponding benzofuroins, obtained by benzoin condensation of 2-formylbenzofurans, with zinc amalgam in acidic media. The side formation of desoxybenzofuroin derivatives was noted in some cases in the benzoin condensation.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 744–748, June, 1977.
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Vojtanis, E., Sila, B. & Lesyak, T. Side products in the rosenmund reduction of benzofuran-2-carboxylic acid chlorides. Chem Heterocycl Compd 13, 601–606 (1977). https://doi.org/10.1007/BF00480660
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DOI: https://doi.org/10.1007/BF00480660