ChemInform Abstract: Efficient Synthesis of Oligo-N-methylpyrrolecarboxamides and Related Compounds.
Abstract
Acylation of 1-methylpyrrole (Ia) and N-methylimidazole (Ib) with trichloroacetyl chloride (II) yields the ketones (III) which produce a mixture of the isomeric nitroheterocycles (V) and (VI) on treatment with nitric acid (IV).
ChemInform Abstract
Acylation of 1-methylpyrrole (Ia) and N-methylimidazole (Ib) with trichloroacetyl chloride (II) yields the ketones (III) which produce a mixture of the isomeric nitroheterocycles (V) and (VI) on treatment with nitric acid (IV). The derivative (Va) couples with alcohols and amines (VII) to give the esters and amides (VIII). The nitropyrrolecarboxamides (VIIIc) and (VIIId) are transformed into the oligopeptides (IX) and (X) by hydrogenation and condensation reaction with the tri- chloromethyl ketone (Va).