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

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...

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Published inJournal of organic chemistry Vol. 87; no. 18; pp. 12214 - 12224
Main Authors Wen, Tingting, Liang, Baihui, Liang, Jiacheng, Wang, Dongyi, Shi, Jianyi, Xu, Shengting, Zhu, Weidong, Chen, Xiuwen, Zhu, Zhongzhi
Format Journal Article
LanguageEnglish
Published American Chemical Society 16.09.2022
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Summary: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.
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01356