4.4 Article

A Novel Pseudo-Three-Component Synthetic Strategy for the Synthesis of 1,6-Dihydroazaazulenes via Cyclization of Pyrrolyl-enones

Journal

SYNLETT
Volume 32, Issue 14, Pages 1461-1464

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1535-6085

Keywords

1; 6-dihydroazaazulenes; pyrrole; pyrrolyl-enones; butanone; Michael addition; electrophilic aromatic substitution; metal-free catalyst

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A novel synthetic strategy was developed to obtain 1,6-dihydroazaazulenes derivates through a pseudo-three-component reaction involving cyclization of pyrrolyl-enones. The reaction is efficient, forming three new C-C bonds under mild conditions, and the resulting molecules are considered important in medicinal chemistry.
A synthetic novel strategy involving a pseudo-three-component reaction to obtain 1,6-dihydroazaazulenes derivates via cyclization of pyrrolyl-enones was developed. This reaction is carried out under mild conditions from simple starting materials and catalyzed with ionic liquid. Notably, three new C-C bonds are formed in the one-pot process. The target molecules are of interest in medicinal chemistry as they contain a privileged scaffold and are considered indole homologues.

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