Copper-catalyzed oxidative benzylic C-H cyclization via iminyl radical from intermolecular anion-radical redox relay was written by Shan, Xiang-Huan;Zheng, Hong-Xing;Yang, Bo;Tie, Lin;Fu, Jia-Le;Qu, Jian-Ping;Kang, Yan-Biao. And the article was included in Nature Communications in 2019.Reference of 83515-06-4 This article mentions the following:
The combination of base-promoted benzylic C-H cleavage and copper-catalyzed carbanion-radical redox relay was reported. Catalytic amount of naturally abundant and inexpensive copper salt, such as copper(II) sulfate, was used for anion-radical redox relay without any external oxidant. By avoiding using N-O/N-N homolysis or radical initiators to generate iminyl radicals, this strategy realized modular synthesis of N-H indoles and analogs from abundant feedstocks, such as toluene and nitrile derivatives, and also enabled rapid synthesis of large scale pharmaceuticals. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-phenyl-1H-indole (cas: 83515-06-4Reference of 83515-06-4).
5-Bromo-2-phenyl-1H-indole (cas: 83515-06-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Reference of 83515-06-4
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Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles