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Conversion of 2-Aceto-furan to Hexen-2-dion-4,5-acetal-1 and Pyrocatechol

Abstract

SEVERAL workers have already tried unsuccessfully to synthesize 2-amino-furan1, probably because this compound decomposes very readily. Nevertheless, it was thought that the substance might be produced by a milder procedure. Therefore, we have tried to apply to furan derivatives the reaction discovered by P. W. Neber2 on p-toluenesulphonyl derivatives of certain aromatic ketoximes, according to the following scheme.

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References

  1. Leimbach, R., J. Prac. Chem., (ii), 65, 20 (1902). Singleton, H. M., and Edwards, W. R., J. Amer. Chem. Soc., 60, 540 (1938).

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VARGHA, L., RAMONCZAI, J. & BITE, P. Conversion of 2-Aceto-furan to Hexen-2-dion-4,5-acetal-1 and Pyrocatechol. Nature 159, 744–745 (1947). https://doi.org/10.1038/159744b0

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