Reactions of 1,2,5-thiadiazole 1,1-dioxide derivatives with nitrogen nucleophiles. Part IV. Addition of α-diamines.

Autor: Mirífico, María Virginia, Caram, José Alberto, Vasini, Enrique Julio, Piro, Oscar Enrique, Castellano, Eduardo E.
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Zdroj: Journal of Physical Organic Chemistry; Feb2009, Vol. 22 Issue 2, p163-169, 7p, 8 Diagrams, 1 Chart, 5 Graphs
Abstrakt: α-diamines, such as ethylendiamine and o-phenylendiamine, add to 3,4-aryl-disubstituted 1,2,5-thiadiazole 1,1-dioxides to give dihydropyrazines or quinoxalines, respectively and sulfamide. The new compound acenaphtho [5,6-b]-2,3-dihydropyrazine was synthesized and characterized. The addition of ethylendiamine to 3,4-diphenyl- 1,2,5-thiadiazoline 1,1-dioxide gives 3,4-disubstituted thiadiazolidine 1,1-dioxide, dihydropyrazines, or pyrazines, depending on the reaction condition used. The reactions were followed by cyclic voltammetry and NMR spectroscopy which, in some cases, allowed the detection of the thiadiazolidine intermediate. Copyright © 2008 John Wiley & Sons, Ltd. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index