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DOI: 10.1055/a-2259-3283
Access to 8-Aminoindolizine Fused with Quinone via Cu(OAc)2-Catalyzed Domino [4+2] Annulation
We thank the National Research Foundation of Korea (NRF-2018R1A6A1A03023718 and NRF-2020R1A2C2005961) for generous financial support.
Abstract
Cu(OAc)2-catalyzed [4+2] annulation of N-substituted pyrrole-2-carbonitriles with quinones allowed access to a wide range of 8-aminoindolizines fused with quinones through a domino process involving a sequence of intermolecular Michael addition, Thorpe–Ziegler type cyclization, and aromatization. Biological evaluation of the resulting quinone-8-aminoindolizine hybrids revealed significant anticancer effects of these compounds in human hepatocellular cells (HepG2) and prostate adenocarcinoma cells (PC-3).
Key words
chemical space - quinone - indolizine - hybrid structure - domino reaction - diversity-oriented synthesis - atom-economy - anticancer activitySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2259-3283.
- Supporting Information
Publication History
Received: 12 January 2024
Accepted after revision: 01 February 2024
Accepted Manuscript online:
01 February 2024
Article published online:
19 February 2024
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