Journal of the Chemical Society. Perkin transactions I p. 2939 - 2944 (1993)
Update date:2022-08-05
Topics:
Cadamuro, Silvano
Degani, Iacopo
Fochi, Rita
Gatti, Antonella
Piscopo, Laura
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-35percent aq.HBF4-DMSO.Pyrrole-2,5-dicarbaldehyde was obtained in overall yields of 43-65percent, whilst that of the derivatives was 32-90percent.Moreover the methylation of the corresponding dithiolic intermediate with further hydrolysis resulted in the formation of 1-methylpyrrole-2,5-dicarbaldehyde in 90percent overall yield.
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