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Rh(Ⅲ)-Catalyzed Regioselective Mono- and Di-iodination of Azobenzenes Using Alkyl Iodide

Abstract

A new approach for highly regioselective iodination of azobenzenes with alkyl iodide as the iodinating reagent enabled by Rh-catalyzed oxidative C-H activation has been developed. By changing the oxidant, various mono- and di-iodinated azobenzenes were smoothly obtained in moderate to excellent yields, respectively. Preliminary mechanistic study reveals that the reaction process might undergo electrophilic substitution of the directed ortho metalated five-membered rhodacycle compound by an iodine cationic species generated in situ from alkyl iodide and oxidant.

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Publication details

The article was received on 07 Feb 2018, accepted on 16 Apr 2018 and first published on 17 Apr 2018


Article type: Paper
DOI: 10.1039/C8OB00318A
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Rh(Ⅲ)-Catalyzed Regioselective Mono- and Di-iodination of Azobenzenes Using Alkyl Iodide

    L. jixing, W. cong, Z. Gao, J. Zhang, H. Yang and G. Jiang, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB00318A

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