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Issue 5, 2015
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Organoiodine(III) mediated intramolecular oxidative cyclization of 1-(3-arylisoquinolin-1-yl)-2-(arylmethylene)hydrazines to 5-aryl-3-(aryl)-[1,2,4]triazolo[3,4-a] isoquinolines

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Abstract

A series of 5-aryl-3-(aryl)-[1,2,4]triazolo[3,4-a]isoquinolines, 4 were obtained by oxidative cyclization of 1-(3-arylisoquinolin-1-yl)-2-(arylmethylene)hydrazines, 3, in the presence of a hypervalent iodine oxidant (iodobenzene diacetate, IDB) and dichloromethane at ambient temperature. This methodology involves a proficient metal-free intramolecular C–N bond formation, facilitated by a hypervalent iodine reagent.

Graphical abstract: Organoiodine(iii) mediated intramolecular oxidative cyclization of 1-(3-arylisoquinolin-1-yl)-2-(arylmethylene)hydrazines to 5-aryl-3-(aryl)-[1,2,4]triazolo[3,4-a] isoquinolines

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The article was received on 15 Oct 2014, accepted on 02 Dec 2014 and first published on 02 Dec 2014


Article type: Paper
DOI: 10.1039/C4RA12381F
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Citation: RSC Adv., 2015,5, 3781-3785

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    Organoiodine(III) mediated intramolecular oxidative cyclization of 1-(3-arylisoquinolin-1-yl)-2-(arylmethylene)hydrazines to 5-aryl-3-(aryl)-[1,2,4]triazolo[3,4-a] isoquinolines

    P. Manivel, K. Prabakaran, U. Banerjee, F. Nawaz Khan, E. D. Jeong and E. H. Chung, RSC Adv., 2015, 5, 3781
    DOI: 10.1039/C4RA12381F

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