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Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides
Naveen Gautam (1)
, Neha Ajmera (2,*) , Shikha Gupta (3) , Dinesh Chand Gautam (4) (1) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(2) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(3) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(4) Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(*) Corresponding Author
Received: 16 Jul 2011 | Revised: 03 Sep 2011 | Accepted: 23 Sep 2011 | Published: 31 Mar 2012 | Issue Date: March 2012
Abstract
Synthesis of heterocyclic compounds like benzothiazines has attracted attention in recent years due to their biological and industrial value. This article reflects up-to-date and comprehensive coverage of biochemical aspects of benzothiazines, their sulfones and ribofuranosides. The nitrogen and sulfur containing heterocycles were prepared by condensation followed by oxidative cyclization of 2-aminobenzenethiol with β-diketones/β-ketoesters in dimethylsulfoxide. These compounds were then used as base to prepare ribofuranosides by treating them with sugar (β-D-ribofuranose-1-acetate-2,3,5-tribenzoate). On refluxing with hydrogen peroxide in glacial acetic acid, these substituted dimethyl 4H-1,4-benzothiazines yielded 4H-1,4-benzothiazine-1,1-dioxides. Antioxidant and antimicrobial activity of these compounds were carried out and structure evaluation was done by spectral and elemental analysis.
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DOI: 10.5155/eurjchem.3.1.106-111.489
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Funding information
University Grants Commission (Research Award Scheme) and Council of Scientific and Industrial Research, New Delhi
Citations
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Ring Contraction of 2,5-Dihydrobenzo[f][1,2,5]thiadiazepine 1,1-Dioxides: Access to 4H-Benzo[b][1,4]thiazine 1,1-Dioxides
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Synthesis, Spectral Characterization, and Pharmacological Importance of New 4H-1,4-Benzothiazines, Their Sulfone Analogues, and Ribofuranosides
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DOI Link: https://doi.org/10.5155/eurjchem.3.1.106-111.489
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European Journal of Chemistry 2012, 3(1), 106-111 | doi: https://doi.org/10.5155/eurjchem.3.1.106-111.489 | Get rights and content
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