Literature DB >> 19813750

Highly regioselective N-2 arylation of 4,5-dibromo-1,2,3-triazole: efficient synthesis of 2-aryltriazoles.

Xiao-jun Wang1, Li Zhang, Heewon Lee, Nizar Haddad, Dhileepkumar Krishnamurthy, Chris H Senanayake.   

Abstract

Reaction of 4,5-dibromo-1,2,3-triazole with electron-deficient aromatic halides in the presence of potassium carbonate in DMF produces the corresponding 2-aryl-4,5-dibromotriazoles with high regioselectivity. Subsequent debromination of these triazoles by hydrogenation furnishes 2-aryltriazoles in excellent yields. Overall, this two-step process provides an efficient access to 2-aryl-1,2,3-triazoles.

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Year:  2009        PMID: 19813750     DOI: 10.1021/ol9019875

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


  3 in total

1.  anti-Markovnikov hydroamination of alkenes catalyzed by a two-component organic photoredox system: direct access to phenethylamine derivatives.

Authors:  Tien M Nguyen; Namita Manohar; David A Nicewicz
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-24       Impact factor: 15.336

2.  Highly N2-selective palladium-catalyzed arylation of 1,2,3-triazoles.

Authors:  Satoshi Ueda; Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-18       Impact factor: 15.336

3.  N2-selective alkylation of NH-1,2,3-triazoles with vinyl ethers via gold catalysis.

Authors:  Guoli Luo; Chenyang Sun; Yan Li; Xiaoxiao Li; Zhigang Zhao
Journal:  RSC Adv       Date:  2018-08-02       Impact factor: 4.036

  3 in total

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