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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 23, 1993 - Issue 1
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Original Articles

Studies in 1-Aza-1,3-butadienes: Diels-Alder Cycloaddition Reactions of 1,4-Diaryl-1-aza-1,3-butadienes with Aryl Sulphonyl Nitrosites Leading to the Synthesis of New Oxadiazines

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Pages 107-114 | Received 27 Jul 1992, Published online: 24 Sep 2006
 

Abstract

1,4-Diaryl-1-aza-1, 3-butadienes (I) undergo a stereospecific 1,4-cycloaddition reaction with aryl sulphonyl nitrosites (II) generated ‘in situ’ by the reaction of aryl sulphinic acid and ethyl nitrite to yield six-membered cycloadducts characterized as 2-aryl sulphonyl-3, 6-diaryl-2H, 3H, 6H-[1, 2, 3] oxadiazine derivatives (III) in good yield.

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