Reaction of dimethylaminomethylenemalonaldehyde bis-N,O-acetal with ketones. A novel route to N-methylpyrroles

Abstract

Condensation of the bis-N,O-acetal of amethylarrtinomethylenerrzalonaldehyde with ketones, β-dimethylaminovinylketones, and δ-dimethylaminodienones is accompanied by an unusual intramolecular cyclization to give cross conjugated cyclic or acylic ketones containing an N-methyl pyrrole ring in the β- or β- and β'-positions. This is a novel route to substituted pyrroles. Treatment of the bis-N,O-acetal of dimethylaminomethylenemalonaldehyde with 2-(3'-dimethylaminopropen-2'-ylidene)cyclopentanone gave a polyenyl tris-dimethylaminodiketone.

How to Cite
Krasnaya, Z. A.; Smirnova, Y. V.; Bogdanov, V. S. Chem. Heterocycl. Compd. 1996, 32, 560. [Khim. Geterotsikl. Soedin. 1996, 654.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01164785