Copper-Promoted N-Alkylation and Bromination of Arylamines/Indazoles Using Alkyl Bromides as Reagents for Difunctionalization

Abstract

Practical copper-promoted N-alkylation and bromination of arylamines/indazoles with alkyl bromides are described; the N-alkylation-C-4-bromination and N-dialkylation-C-4-bromination of arylamines, and N-alkylation-C-3-bromination of indazoles, with alkyl bromides have been analyzed. The full use of alkyl bromides as alkylating and brominating building blocks without atom wastage, indicating excellent atom and step economy, has been highlighted. Eco-friendly oxygen and water are the reaction oxidant and byproduct, respectively.

Air-Stable Arene Manganese Complexes as Catalysts for the Syngas-Assisted Direct Reductive Amination, Cyanation of Aldehyde and CO2 Fixation by Epoxide with High Functional Groups Tolerance

“…The residue was purified by flash chromatography in ethyl acetate to afford 106 mg (96%) as a pale orange solid. Mp: 84°C NMR spectra are in agreement with the literature data 15 .…”

Recent progress in the oxidative bromination of arenes and heteroarenes

“…A copper catalyzed N -alkylation and bromination of arylamines and indazoles has been achieved by Zhu and Chen 59 (Scheme 48). Alkyl bromide was used as both the bromine source and alkyl source in this difunctionalization process, highlighting the feature of high atom economy and step economy.…”