1334404-97-5Relevant academic research and scientific papers
Benzylic C(sp3)-C(sp2) cross-coupling of indoles enabled by oxidative radical generation and nickel catalysis
Kim, Weonjeong,Koo, Jangwoo,Lee, Hong Geun
, p. 4119 - 4125 (2021)
A mechanistically unique functionalization strategy for a benzylic C(sp3)-H bond has been developed based on the facile oxidation event of indole substrates. This novel pathway was initiated by efficient radical generation at the benzylic position of the substrate, with subsequent transition metal catalysis to complete the overall transformation. Ultimately, an aryl or an acyl group could be effectively delivered from an aryl (pseudo)halide or an acid anhydride coupling partner, respectively. The developed method utilizes mild conditions and exhibits a wide substrate scope for both substituted indoles and C(sp2)-based reaction counterparts. Mechanistic studies have shown that competitive hydrogen atom transfer (HAT) processes, which are frequently encountered in conventional methods, are not involved in the product formation process of the developed strategy.
Sc(OTf)3-catalyzed synthesis of indoles and SnCl 4-mediated regioselective hydrochlorination of 5-(Arylamino)pent-3- yn-2-ones
Yang, Fang,Ji, Ke-Gong,Ali, Shaukat,Liang, Yong-Min
experimental part, p. 8329 - 8335 (2011/12/04)
Highly substituted indole derivatives bearing alkyl and aryl moieties can be prepared by Sc(OTf)3-catalyzed Friedel-Crafts alkenylation of 5-(arylamino)pent-3-yn-2-ones. In addition, a method for regioselective hydrochlorination of 5-(arylamino
