Literature DB >> 18278943

Regioselective synthesis of 1,3,5-tri- and 1,3,4,5-tetrasubstituted pyrazoles from N-arylhydrazones and nitroolefins.

Xiaohu Deng1, Neelakandha S Mani.   

Abstract

Two general protocols are developed for the regioselective synthesis of 1,3,5-tri- and 1,3,4,5-tetrasubstituted pyrazoles by the reaction of electron-deficient N-arylhydrazones with nitroolefins. Studies on the stereochemistry of the key pyrazolidine intermediate suggest a stepwise cycloaddition mechanism.

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Year:  2008        PMID： 18278943     DOI： 10.1021/jo7026195

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  A New Route to Substituted Pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-diones and Facile Extension to 5,7(6H,8H) Isomers.

Authors:  Anjanette J Turbiak; H D Hollis Showalter
Journal:  Synthesis (Stuttg)       Date:  2010-04-20       Impact factor: 3.157

2.  Tandem synthesis of highly functionalized pyrazole derivatives from terminal alkynes, sulfonyl azides, diethyl azadicarboxylate, and sodium arylsulfinates.

Authors:  Issa Yavari; Manijeh Nematpour
Journal:  Mol Divers       Date:  2012-09-16       Impact factor: 2.943

3.  Multicomponent Pyrazole Synthesis from Alkynes, Nitriles, and Titanium Imido Complexes via Oxidatively Induced N-N Bond Coupling.

Authors:  Adam J Pearce; Robin P Harkins; Benjamin R Reiner; Alexander C Wotal; Rachel J Dunscomb; Ian A Tonks
Journal:  J Am Chem Soc       Date:  2020-02-20       Impact factor: 15.419
  3 in total

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