Author:
King J. F.,Huston B. L.,Hawson Anne,Komery J.,Deaken Donna M.,Harding D. R. K.
Abstract
2H-1,2,3-Benzothiadiazine 1,1-dioxide (6) and 2,l-benzoxathiin-3-one 1,1-dioxide (5), representatives of little-known heterocyclic systems, have been synthesized from sodium o-formylbenzenesulfonate (7). Thermolysis of 5 and 6 was investigated in the hope of finding evidence for the formation of a sulfene. No characterized product was obtained from 5, but 6 gave the sultine 3H-2,1-benzoxathiole 1-oxide (21), the compound expected from the sulfene 20.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
22 articles.
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1. Synthesis and Chemistry of 1,2,3-Benzothiadiazine 1,1-Dioxide Derivatives: A Comprehensive Overview;Chemistry;2020-07-21
2. Synthesis, Alkylation and Reduction of 4‐Aryl‐2H‐1,2,3‐benzothiadiazine 1,1‐dioxides;ChemistrySelect;2019-07-29
3. Mixed carboxylic–sulfonic anhydride in reaction with imines: a straightforward route to water-soluble β-lactams via a Staudinger-type reaction;Organic & Biomolecular Chemistry;2018
4. Thermal Ring Contraction Reactions of 9-Aryl-5H,7H-[1,2,5]thiadiazolo[3,4-h][2,3,4]benzothiadiazepine 6,6-Dioxides. Experimental and Computational Studies for Understanding the Course of the Transformations;The Journal of Organic Chemistry;2017-02-01
5. Consecutive alkylation–reduction reactions of 2 H -1,2,3-benzothiadiazine 1,1-dioxide derivatives. Synthesis of 2-alkyl-, 3-alkyl-, and 2,3-dialkyl-3,4-dihydro-2 H -1,2,3-benzothiadiazine 1,1-dioxides;Tetrahedron;2015-01