γ-Bromination of quinoline and pyridine N-oxides was written by Saito, Hirohisa;Hamana, Masatomo. And the article was included in Heterocycles in 1979.Formula: C7H9NO This article mentions the following:
Treatment of quinoline 1-oxide with Br (2 equiv) and Tl(OAc)3 in HOAc at 50° for 29 h gave 65.8% 4-bromoquinoline 1-oxide. Similarly, quinaldine and 3-bromoquinoline 1-oxide gave the corresponding γ-bromo derivatives in good yields. From 2-cyanoquinoline 1-oxide, 2-cyano-4-bromoquinoline 1-oxide and 2-carbamoyl-4-bromoquinoline 1-oxide were obtained. The reactivity of N-oxides of pyridine series was somewhat lower and pyridine and 2-picoline 1-oxides resist bromination under similar conditions, but 2,6-lutidine, 3-picoline and 3,5-lutidine 1-oxides afforded the corresponding γ-bromo derivatives In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Formula: C7H9NO).
3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Formula: C7H9NO