In 2022,Yin, Si-Yong; Pan, Chongqing; Zhang, Wen-Wen; Liu, Chen-Xu; Zhao, Fangnuo; Gu, Qing; You, Shu-Li published an article in Organic Letters. The title of the article was ãSCpRh(III)-Catalyzed Enantioselective Synthesis of Atropisomers by C2-Arylation of Indoles with 1-Diazonaphthoquinonesã?Quality Control of 2-Bromo-5-methylpyridine The author mentioned the following in the article:
The Rh(III)-catalyzed highly enantioselective C2-arylation of indole derivatives with 1-diazonaphthoquinones is reported. In the presence of 2.5 mol % SCpRh complex and 20 mol% AgNO3, the C2-arylation reactions of indoles proceeded smoothly, affording a wide range of C2-arylated indole atropisomers in good yields and enantioselectivity (â?6% yield, â?7% ee) under mild conditions. The method displays a broad substrate scope and good functional group tolerance. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Quality Control of 2-Bromo-5-methylpyridine)
2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Quality Control of 2-Bromo-5-methylpyridine