Issue 23, 1993
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A convenient general method for the synthesis of pyrrole-2,5-dicarbaldehydes

Silvano Cadamuro,   Iacopo Degani,   Rita Fochi,   Antonella Gatti  and  Laura Piscopo  

Abstract

A new general method for the synthesis of pyrrole-2,5-dicarbaldehyde and its 3-mono- and 3,4-disubstituted derivatives is reported. It involves the intermediate formation of the corresponding 2,5-bis(1,3-benzodithiol-2-yl)pyrroles followed by hydrolysis with HgO–35% aq. HBF4–DMSO. Pyrrole-2,5-dicarbaldehyde was obtained in overall yields of 43–65%, whilst that of the derivatives was 32–90%. Moreover the methylation of the corresponding dithiolic intermediate with further hydrolysis resulted in the formation of 1-methylpyrrole-2,5-dicarbaldehyde in 90% overall yield.

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Article information

DOI
https://doi.org/10.1039/P19930002939
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 2939-2943

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A convenient general method for the synthesis of pyrrole-2,5-dicarbaldehydes

S. Cadamuro, I. Degani, R. Fochi, A. Gatti and L. Piscopo, J. Chem. Soc., Perkin Trans. 1, 1993, 2939 DOI: 10.1039/P19930002939

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