Pyrrole chemistry. XXIV. The Vilsmeier formylation and the cyanation of pyrrole acetals. A synthesis of pyrrole-2, 3, 5-tricarboxaldehyde

…, GH Barnett, HJ Anderson

Index: Loader, Charles E.; Barnett, Graham H.; Anderson, Hugh J. Canadian Journal of Chemistry, 1982 , vol. 60, p. 383 - 389

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Citation Number: 14

Abstract

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 carboxyaldehyde or a carbonitrile group may be substituted onto 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, ...