Access to 8-Aminoindolizine Fused with Quinone via Cu(OAc)2-Catalyzed Domino [4+2] Annulation

作者：Sun Hee Lee, Yechan Lee, W. Namkung, Ikyon Kim · 发表于：Synthesis · 年份：2024 · DOI：10.1055/a-2259-3283 · 被引用次数：7 · 研究领域：Synthesis and Reactivity of Heterocycles、Bioactive Compounds and Antitumor Agents、Synthesis and Characterization of Pyrroles

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).