Issue 5, 2015
From the journal:

RSC Advances

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†

Pitchai Manivel,a   Kamalakannan Prabakaran,a   Upasana Banerjee,a   Fazlur-Rahman Nawaz Khan,*ab   Euh Duck Jeong*b  and  Eun Hyuk Chungb  

* Corresponding authors

a Organic and Medicinal Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT-University, Vellore, Tamil Nadu, India
E-mail: nawaz_f@yahoo.co.in, fnkn@kbsi.re.kr

b Korea Basic Science Institute, Busan Center, Busan 618 230, South Korea
E-mail: edjeong@kbsi.re.kr

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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Article information

DOI
https://doi.org/10.1039/C4RA12381F
Article type
Paper
Submitted
15 Oct 2014
Accepted
02 Dec 2014
First published
02 Dec 2014

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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