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Visible light-mediated ring opening and cyclization of aryl cyclopropanes: efficient synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones with antineoplastic activity
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-01-30 , DOI: 10.1039/d3qo02100a Jiabin Shen 1, 2 , Yong Yang 1 , Chao Chen 1 , Hao Xu 1 , Chao Shen 1 , Pengfei Zhang 2
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-01-30 , DOI: 10.1039/d3qo02100a Jiabin Shen 1, 2 , Yong Yang 1 , Chao Chen 1 , Hao Xu 1 , Chao Shen 1 , Pengfei Zhang 2
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Herein, we report the visible light-mediated synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones from aryl cyclopropanes, quinoxalinones, hydrochloric acid, and nitric acid through ring opening and unexpected cyclization. This operationally simple and catalyst-free methodology opens a green and efficient approach for the synthesis of pyrrolo[1,2-a]quinoxalin-4(5H)-ones possessing good antineoplastic activity using cheap standard laboratory reagents, and the scalability of the developed protocol is further demonstrated by a gram-scale synthesis and in vitro cytotoxicity assay.
中文翻译:
可见光介导的芳基环丙烷开环和环化:高效合成具有抗肿瘤活性的吡咯并[1,2-a]喹喔啉-4(5H)-酮
在此,我们报道了通过开环和意外环化,由芳基环丙烷、喹喔啉酮、盐酸和硝酸在可见光介导下合成吡咯并[1,2- a ]喹喔啉-4(5 H )-酮。这种操作简单且无催化剂的方法为使用廉价的标准实验室试剂合成具有良好抗肿瘤活性的吡咯并[1,2- a ]喹喔啉-4(5 H )-化合物开辟了一条绿色高效的方法,并且该方法具有可扩展性通过克级合成和体外细胞毒性测定进一步证明了开发的方案。
更新日期:2024-01-30
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
可见光介导的芳基环丙烷开环和环化:高效合成具有抗肿瘤活性的吡咯并[1,2-a]喹喔啉-4(5H)-酮
在此,我们报道了通过开环和意外环化,由芳基环丙烷、喹喔啉酮、盐酸和硝酸在可见光介导下合成吡咯并[1,2- a ]喹喔啉-4(5 H )-酮。这种操作简单且无催化剂的方法为使用廉价的标准实验室试剂合成具有良好抗肿瘤活性的吡咯并[1,2- a ]喹喔啉-4(5 H )-化合物开辟了一条绿色高效的方法,并且该方法具有可扩展性通过克级合成和体外细胞毒性测定进一步证明了开发的方案。