1-萘酚与原位生成的氮杂-醌甲基化物的溶剂控制区域发散性傅克反应
Solvent-Controlled Regiodivergent Friedel-Crafts Reactions of 1-Naphthol with In Situ Generated Aza--Quinone Methides.
作者信息
Liu Si-Kai, Alotaibi Salha, Kuan Jen-Yu, Gonçalves Theo P, Huang Kuo-Wei, Han Jeng-Liang
机构信息
Department of Chemistry, National Chung Hsing University, Taichung City 40227, Taiwan.
Physical Science and Engineering Division and Center for Renewable Energy and Storage Technologies, King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia.
出版信息
J Org Chem. 2025 Aug 1;90(30):10846-10857. doi: 10.1021/acs.joc.5c01250. Epub 2025 Jul 18.
In this study, we reported a solvent-controlled site-selectivity switchable Friedel-Crafts reaction of 1-naphthols with in situ generated aza--quinone methides. The -selective Friedel-Crafts reaction was achieved in toluene, while the -selective Friedel-Crafts reaction was accomplished in acetonitrile. With this protocol, a range of functionalized triarylmethanes were prepared. Moreover, theoretical mechanistic investigations provided insights into the site-selective reaction pathway.
在本研究中，我们报道了1-萘酚与原位生成的氮杂醌甲基化物的溶剂控制的位点选择性可切换傅克反应。在甲苯中实现了邻位选择性傅克反应，而在乙腈中完成了对位选择性傅克反应。通过该方法，制备了一系列功能化的三芳基甲烷。此外，理论机理研究为位点选择性反应途径提供了见解。
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