Literature DB >> 19827793

Efficient and convenient synthesis of indazol-3(2H)-ones and 2-aminobenzonitriles.

Guolan Dou1, Daqing Shi.   

Abstract

A mild, efficient, one-pot protocol for the synthesis of indazole-3(2H)-ones via cyclization of nitro-aryl substrates through low-valent titanium reagent has been described. The method used Triethylamine (TEA) to control pH. Particularly, 2-aminobenzonitriles were synthesized by one step easily. The mechanistic course of the reaction suggests the involvement of an anion leading to an intramolecular cyclization via N-N bond formation.

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Year:  2009        PMID: 19827793     DOI: 10.1021/cc9001058

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  4 in total

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Journal:  J Comb Chem       Date:  2010-10-05

2.  Nucleophilic substitution of oxazino-/oxazolino-/benzoxazin [3,2-b]indazoles: an effective route to 1H-indazolones.

Authors:  Michael B Donald; Wayne E Conrad; James S Oakdale; Jeffrey D Butler; Makhluf J Haddadin; Mark J Kurth
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

3.  Photochemical Preparation of 1,2-Dihydro-3 H-indazol-3-ones in Aqueous Solvent at Room Temperature.

Authors:  Jie S Zhu; Niklas Kraemer; Clarabella J Li; Makhluf J Haddadin; Mark J Kurth
Journal:  J Org Chem       Date:  2018-12-06       Impact factor: 4.354

4.  Rapid and halide compatible synthesis of 2-N-substituted indazolone derivatives via photochemical cyclization in aqueous media.

Authors:  Hui-Jun Nie; An-Di Guo; Hai-Xia Lin; Xiao-Hua Chen
Journal:  RSC Adv       Date:  2019-04-30       Impact factor: 4.036

  4 in total

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