Literature DB >> 26990834

A Synthesis of 1H-Indazoles via a Cu(OAc)2-Catalyzed N-N Bond Formation.

Cheng-yi Chen1, Guangrong Tang2, Fengxian He2, Zhaobin Wang2, Hailin Jing2, Roger Faessler1.   

Abstract

A facile synthesis of 1H-indazoles featuring a Cu(OAc)2-catalyzed N-N bond formation using oxygen as the terminal oxidant is described. The reaction of readily available 2-aminobenzonitriles with various organometallic reagents led to o-aminoaryl N-H ketimine species. The subsequent Cu(OAc)2-catalyzed N-N bond formation in DMSO under oxygen afforded a wide variety of 1H-indazoles in good to excellent yields.

Entities:  

Year:  2016        PMID: 26990834     DOI: 10.1021/acs.orglett.6b00611

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Cu-Catalyzed Aerobic Oxidative N-N Coupling of Carbazoles and Diarylamines Including Selective Cross-Coupling.

Authors:  Michael C Ryan; Joseph R Martinelli; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2018-07-16       Impact factor: 15.419

2.  Mechanistic insights into copper-catalyzed aerobic oxidative coupling of N-N bonds.

Authors:  Michael C Ryan; Yeon Jung Kim; James B Gerken; Fei Wang; Michael M Aristov; Joseph R Martinelli; Shannon S Stahl
Journal:  Chem Sci       Date:  2019-12-10       Impact factor: 9.825

3.  Synthesis of N-phenyl- and N-thiazolyl-1H-indazoles by copper-catalyzed intramolecular N-arylation of ortho-chlorinated arylhydrazones.

Authors:  Yara Cristina Marchioro Barbosa; Guilherme Caneppele Paveglio; Claudio Martin Pereira de Pereira; Sidnei Moura; Cristiane Storck Schwalm; Gleison Antonio Casagrande; Lucas Pizzuti
Journal:  Beilstein J Org Chem       Date:  2022-08-23       Impact factor: 2.544

Review 4.  Recent Advances in Indazole-Containing Derivatives: Synthesis and Biological Perspectives.

Authors:  Shu-Guang Zhang; Chao-Gen Liang; Wei-Hua Zhang
Journal:  Molecules       Date:  2018-10-26       Impact factor: 4.411

  4 in total

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