当前位置: X-MOL 学术Tetrahedron Lett. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Visible light–mediated, rose Bengal–catalyzed oxidative radical C-H cyclization of alkyl 1,1’-biaryl-2-ones: An efficient synthesis of 10-alkylphenanthren-9-ols in water
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-03-10 , DOI: 10.1016/j.tetlet.2020.151823
Palani Natarajan , Naveen Kumar , Renu Chaudhary , Paloth Venugopalan

A visible light-mediated (blue LED: λ= 455±10 nm), rose bengal-catalyzed intramolecular cycloaromatization reaction of alkyl 1, 1’-biaryl-2-ones for the synthesis of 10-alkylphenanthren-9-ols in water under open air atmosphere at ambient conditions has been developed. Experimental studies demonstrate that the reaction proceeded via a radical pathway. This protocol is applicable to a wide variety of substrates giving expected 10-alkylphenanthren-9-ols in good yields, appropriate for the gram-scale synthesis, atom economy, and eco-friendly as compared to literature reported methodology for the preparation of phenanthrol derivatives. Moreover, to the best of our knowledge, no instance has hitherto been accounted on the visible light-induced transformation of readily available alkyl 1,1’-biaryl-2-ones to 10-alkylphenanthren-9-ols.



中文翻译:

可见光介导的孟加拉玫瑰催化的烷基1,1'-联芳基-2-酮的氧化自由基CH环化反应:在水中有效合成10-烷基菲蒽-9-醇

可见光介导的(蓝色LED:λ= 455±10 nm),玫瑰孟加拉催化的烷基1,1'-联芳基-2-酮的玫瑰孟加拉催化的分子内芳环化反应,用于在水中在10-A的条件下合成10-烷基菲蒽9-醇。已经开发出在环境条件下的露天气氛。实验研究表明,该反应通过自由基途径进行。与文献报道的制备菲咯啉衍生物的方法相比,该方案适用于各种底物,可提供预期的10-烷基菲咯啉9-醇,收率良好,适用于克级合成,原子经济和生态友好。而且,据我们所知,迄今为止,尚无关于可见光诱导的容易获得的烷基1,1'-联芳基-2-酮向10-烷基菲蒽-9-醇的转化的实例。

更新日期:2020-03-12
down
wechat
bug