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Access to 8-Aminoindolizine Fused with Quinone via Cu(OAc)2-Catalyzed Domino [4+2] Annulation
Synthesis ( IF 2.6 ) Pub Date : 2024-02-19 , DOI: 10.1055/a-2259-3283
Sunhee Lee 1 , Yechan Lee 1 , Wan Namkung 1 , Ikyon Kim 1
Affiliation  

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).

中文翻译:

通过 Cu(OAc)2 催化的 Domino [4+2] 成环获得与醌稠合的 8-氨基中氮茚

Cu(OAc)2 催化的 N-取代吡咯-2-甲腈与醌的 [4+2] 环化允许通过涉及一系列分子间迈克尔加成的多米诺骨牌过程获得多种与醌稠合的 8-氨基中氮茚,Thorpe –齐格勒型环化和芳构化。对所得醌-8-氨基中氮茚杂合体的生物学评估揭示了这些化合物在人肝细胞细胞(HepG2)和前列腺腺癌细胞(PC-3)中的显着抗癌作用。
更新日期:2024-02-20
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