ChemInform Abstract: Versatility of Weinreb Amides in the Knorr Pyrrole Synthesis.

Abstract

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Amine-Controlled Reduction of 2-Aminochromone-3-Carbaldehyde with Zn and Acetic Acid

“…The greater reactivity of vinylogous amides 1h-k than the vinylogous anilides 1a-g may be responsible for altering the course of the reaction. 32,33 In conclusion, we have reported an amino-controlled reduction of an aldehyde to a methyl group by Zn in acetic acid. 2(N-Arylamino)chromone-3-carbaldehydes produced the corresponding 2-amino-3-methylchromones, whereas 2-aminoor 2-(N-alkylamino)-chromone-3-carbaldehydes produced the corresponding 4-hydroxy-3-methylcoumarin.…”