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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Solvent-Controlled Regiodivergent Friedel-Crafts Reactions of 1-Naphthol with In Situ Generated Aza-o-Quinone
Si-Kai Liu1, Salha Alotaibi2, Jen-Yu Kuan1
1Department of Chemistry, National Chung Hsing University, Taichung City 40227, Taiwan.
Abstract:
In this study, we reported a solvent-controlled site-selectivity switchable Friedel-Crafts reaction of 1-naphthols with in situ generated aza-o-quinone methides. The ortho-selective Friedel-Crafts reaction was achieved in toluene, while the para-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.
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