Highly regioselective aminobromination of α,β-unsaturated nitro compounds with benzyl carbamate/N-bromosuccinimide as nitrogen/bromine source

Xiaoyun Ji, Zhiqiang Duan, Yu Qian, Jianlin Han, Guigen Li, Yi Pan

Research output: Contribution to journalArticle

9 Scopus citations

Abstract

Aminobromination of α,β-unsaturated nitro compounds with benzyl carbamate and N-bromosuccinimide as nitrogen/bromine sources was reported. This new catalytic system tolerates a wide range of aromatic substrates, as well as heterocyclic and aliphatic substrates, resulting in good chemical yields. The reaction also proceeds smoothly with water as a medium in high efficiency. This practical aminobromination method was also proved to be suitable for large-scale preparation. Furthermore, the N-carbobenzoxy protecting group could be easily cleaved to afford the free vicinal haloamines.

Original languageEnglish
Pages (from-to)5565-5570
Number of pages6
JournalRSC Advances
Volume2
Issue number13
DOIs
StatePublished - Jul 7 2012

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