Silver-catalyzed tandem 5- and 6-endo-cyclizations via concomitant yne-ol-imine activation: selective entry to 2-aryldihydrofuroquinolines. (16th August 2021)

• Record Type: Journal Article
• Authors: Karmakar, Swastik; Das, Prasanta; Kundu, Sandip
• Is Part Of: New journal of chemistry. Volume 45:Number 35(2021)
• Page Start: 16112
• Page End: 16118
• Publication Date: 2021-08-16
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d1nj02643g
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Ag(i )-catalyzed domino imination-intramolecular bi-heterocyclization-aromatization cascade has been developed to construct 2-aryldihydrofuroquinolines from aldehyde and unprotected 4-(2-aminophenyl)but-3-yn-1-ol via tandem 5- endo-dig and 6- endo-trig cyclization. Abstract : A silver(i ) catalyzed domino imination-intramolecular biheterocyclization-aromatization cascade has been developed to construct 2-aryl/-heteroaryl dihydrofuroquinolines in moderate to good yield using an aldehyde and unprotected 4-(2-aminophenyl)but-3-yn-1-ol as precursors. Sequential Ag-(i )-induced 5- endo-dig cyclization of the yne-ol part and 6- endo-trig cyclization of a proposed Ag-bound imine, followed by aromatization, furnish the furoquinoline derivatives.