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Facile synthesis of 3-aryl-1-((4-aryl-1,2,3-selenadiazol-5-yl)sulfanyl)isoquinolines

Kamalakannan Prabakaran, Fazlur-Rahman Nawaz Khan, Jong Sung Jin, Euh Duck Jeong, and Pitchai Manivel

Organic & Medicinal Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, 632014 Tamil Nadu, India

 

E-mail: nawaz_f@yahoo.co.in

Abstract: A new series of 1,2,3-selenadiazoles containing an aryl or a 3-arylisoquinoline sulfanyl moiety at carbons 4 and 5, respectively, was prepared by cyclization of the respective semicarbazones in the presence of selenium(II) oxide and tetrahydrofuran at 70–75°C. Semicarbazones required for the reaction were obtained from 2-((3-arylisoquinolin-1-yl)sulfanyl)-1-phenylethanones, I, by a reaction with semicarbazide hydrochloride in ethanol/water mixture and potassium acetate base.

Keywords: 1,2,3-selenadiazoles – isoquinolines – cyclization – semicarbazones – phenylethanones

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-011-0074-6

 

Chemical Papers 65 (6) 883–889 (2011)

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