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  • 1
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chemistry of Sulfur Diimides, VI.- Ene Reactions and [2 + 2]-Cycloadditions of N,N′-Ditosyl Sulfur Diimide and N-Sulfinyl-p-toluenesulfonamidePropene derivatives react with N,N′-ditosyl sulfur diimide (1) with formation of allylsulfin- amidines, which rearrange easily to N-allyl-N,N′-thiobis(sulfonamides). In the reaction of 1 with vinyl ethers, [2 + 2]-cycloaddition occurs. If there is an allylic CH-group in the vinyl ether, the initially formed adduct is transformed into N-allyl-N,N′-thiobis(sulfonamide) derivatives.
    Notes: Propenderivate reagieren mit N,N′-Ditosylschwefeldiimid (1) unter Bildung von Allylsulfinsäureamidinen, die sich leicht zu N-Allyl-N,N′-thiobis∼sulfonamiden) umlagern. Bei der Umsetzung von 1 mit Enoläthern erfolgt primär [2 + 21-Cycloaddition; falls im Enoläther allylische CH-Gruppierungen vorhanden sind, stabilisiert sich das Addukt ebenfalls zu N-Allyl- N,N′-thiobis(sulfonamid)derivaten.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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