Literature DB >> 24590598

Synthesis of indazoles and azaindazoles by intramolecular aerobic oxidative C-N coupling under transition-metal-free conditions.

Jiantao Hu1, Huacheng Xu, Pengju Nie, Xiaobo Xie, Zongxiu Nie, Yu Rao.   

Abstract

A transition-metal-free oxidative C-N coupling method has been developed for the synthesis of n class="Chemical">1H-azaindazoles and 1H-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.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aerobic oxidative CN coupling; azoindazole; heterocycles; indazole; metal-free condition

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Year:  2014        PMID: 24590598     DOI: 10.1002/chem.201304923

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Synthesis of 1H-Indazoles via Silver(I)-Mediated Intramolecular Oxidative C-H Bond Amination.

Authors:  Areum Park; Kyu-Sung Jeong; Hyuk Lee; Hyunwoo Kim
Journal:  ACS Omega       Date:  2021-02-23

2.  Rh(iii)-catalyzed double C-H activation of aldehyde hydrazones: a route for functionalized 1H-indazole synthesis.

Authors:  Pan Xu; Guoqiang Wang; Zhongkai Wu; Shuhua Li; Chengjian Zhu
Journal:  Chem Sci       Date:  2016-10-07       Impact factor: 9.825

  2 in total

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