Synlett 2023; 34(09): 1058-1062
DOI: 10.1055/a-1990-3283
letter

Copper-Catalyzed Decarboxylative Cascade Cyclization for the Synthesis of 2-Arylquinolines

,
Mohanreddy Pothireddy
,
Rambabu Dandela
R.D. thanks DST-SERB for a Ramanujan fellowship (SB/S2/RJN-075/2016), a core research grant (CRG/2018/000782), and an ICT-IOC startup grant.


Abstract

An efficient copper-catalyzed intermolecular decarboxylative cascade cyclization has been developed that uses readily accessible starting materials and less-expensive reagents. A one-pot reaction of an aryl aldehyde, an aniline, and acrylic acid permits the direct synthesis of 2-substituted quinolines through the sequential formation of C–N and C–C bonds. Furthermore, the three-component, one-pot, domino strategy features promising chemo- and regioselectivity and also tolerates a wide variety of substrates with excellent functional-group tolerance, high yields, a radical reaction pathway, and aerobic reaction conditions.

Supporting Information



Publication History

Received: 16 August 2022

Accepted after revision: 30 November 2022

Accepted Manuscript online:
30 November 2022

Article published online:
01 February 2023

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