Mild and regioselective oxidative bromination of anilines using potassium bromide and sodium perborate
Section snippets
Acknowledgements
The authors thank Dr. Tao He (Novartis) for his expertise in mass spectroscopy.
References (5)
- March, J. Advanced Organic Chemistry; 3rd ed., Wiley: New York, 1985; pp....
- (a) Berthelot, J.; Guette, C.; Essayegh, M.; Desbene, P. L.; Basselier, J. J. Synth. Com. 1986, 16, 1641–1645; (b)...
Cited by (82)
Recent development of biomimetic halogenation inspired by vanadium dependent haloperoxidase
2022, Coordination Chemistry ReviewsCitation Excerpt :Activated arenes, like anilines (74–11, 74–12, 74–24, 74–28–74–30), and phenols (74–3, 34–1), successfully transferred into aryl bromides in good to excellent yields at room temperature (Scheme 41). Prasad also reported the ammonium molybdate promoted bromination of aniline in AcOH [153]. Both H2O2 and SPB were used as oxidants.
Bromide Oxidation: A Safe Strategy for Electrophilic Brominations
2022, European Journal of Organic ChemistryImproving triplet excited-state absorption and lifetime of cationic iridium(III) complexes by extending π-conjugation of the 2-(2-quinolinyl)quinoxaline ligand
2020, Journal of Photochemistry and Photobiology A: ChemistryCitation Excerpt :In the first step reaction to obtain 6-bromo-2-methylquinoxaline (compound 2), direct cyclization of 4-bromo-1,2-diaminobenzene and pyruvic aldehyde frequently yielded a mixture of 6- and 7-brominated 2-methylquinoxaline, which was very difficult to separate [93–95]. Instead, diazotization-bromination is the most commonly used method for preparing aryl bromides, and the major advantage of this approach is the selective bromination to a specific position on the aromatic ring [96,97]. After screening a variety of strong acids and optimizing reaction temperature [98–100], the diazotization-bromination reaction was carried out using sodium nitrite at −3 ∼ 5 °C in two steps: diazotization of the amine in concentrated hydrobromic and phosphoric acid mixture and a subsequent reaction with concentrated hydrobromic acid in the presence of cuprous bromide.
Molecular glasses of azobenzene for holographic data storage applications
2018, Optical MaterialsCitation Excerpt :In one and two azogroup containing dyes ZGD-1Q and ZGD-2Q bulky triphenyl moieties are attached through ester bonds [34–36]. Additionally, different types of azodyes (B-type materials) with carboxyl substituent have been synthesized according to previously described procedures [30–32,34–36]. B-7 contains covalently attached three triphenyl moieties, which are necessary for the formation of amorphous films in the solid state [28,33].
Electrochemical bromination of late stage intermediates and drug molecules
2017, Tetrahedron Letters