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Synthesis of Indazoles and Azaindazoles by Intramolecular Aerobic Oxidative CN Coupling under Transition‐Metal‐Free Conditions
Author(s) -
Hu Jiantao,
Xu Huacheng,
Nie Pengju,
Xie Xiaobo,
Nie Zongxiu,
Rao Yu
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201304923
Subject(s) - intramolecular force , oxidative coupling of methane , transition metal , chemistry , reactivity (psychology) , oxidative phosphorylation , catalysis , coupling (piping) , functional group , scope (computer science) , metal , coupling reaction , combinatorial chemistry , photochemistry , stereochemistry , organic chemistry , materials science , biochemistry , metallurgy , computer science , medicine , alternative medicine , polymer , pathology , programming language
A transition‐metal‐free oxidative CN coupling method has been developed for the synthesis of 1 H ‐azaindazoles and 1 H ‐indazoles from easily accessible hydrazones. The procedure uses TEMPO, a basic additive, and dioxygen gas as the terminal oxidant. This reaction demonstrates better reactivity, functional group tolerance, and broader scope than comparable metal catalyzed reactions.