Abstract

A method for the preparation of an α-formylated pyrrole or dipyrromethane which contains an electron-withdrawing β-acetyl is described. Formylation proceeds directly from the corresponding acid pyrrole or dipyrromethane without the need of the usual two-step acid decarboxylation/formylation procedure. The acid is first transformed into its acid chloride with oxalyl chloride, followed by reduction to the aldehyde with the mild reducing agent sodium triacetoxyborohydride, in a one-pot reaction. The non-basic acylating reagent PR 3 is necessary both for acyl chloride formation and for the reduction to succeed.

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