Canadian Journal of Chemistry p. 383 - 389 (1982)
Update date:2022-09-26
Topics:
Loader, Charles E.
Barnett, Graham H.
Anderson, Hugh J.
The preparation of the acetals of a number of pyrrole mono- and dicarboxaldehydes is described.It is shown that, provided the reactivity of the unsubstituted ring positions on the pyrrole nucleus is not too low, a carboxaldehyde or a carbonitrile group may be substituted on the pyrrole ring using the Vilsmeier reaction or chlorosulfonyl isocyanate respectively. Vilsmeier formylation of the diacetal, 2,4-di(5,5-dimethyl-1,3-dioxan-2-yl)-pyrrole, followed by hydrolysis gave pyrrole-2,3,5-tricarboxaldehyde.
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Doi:10.1021/jo00137a018
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