Multicomponent Cross-Dehydrogenative Coupling of Imidazo[1,2-a]pyridine: Access to Abnormal Mannich and Mannich-Type Reaction

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10773 - 10784

Published: July 17, 2024

This study showcases successfully switchable approaches to accomplish the C3-aryl methylation and C3- amino of privileged nitrogen-containing pharmaceutical compounds "imidazopyridines" with distinct amines, which surmounts long-standing requirement for a superfluous directing group. These two transformations manifest pronounced regio- chemo-divergent behavior, demonstrating unprecedented multicomponent "abnormal Mannich Mannich-type" reactions. The remarkable environmentally benign protocol has been efficiently extended concise synthesis late-stage derivatization.

Language: Английский

γ-Hydroxy-γ-butyrolactams as 1,2-bis-electrophiles in a Brønsted/Lewis acid-free synthesis of condensed nitrogen heterocycles

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Here, we describe the one-pot assembly of imidazo[1,2- a ]pyridine and quinoxaline heterocyclic cores by electrophilic tandem cyclization between 3,5-diaryl substituted 5-hydroxy-3-pyrrolin-2-ones corresponding nitrogen bis-nucleophiles.

Language: Английский