Abstract
The reactions of fluoroalkanesulfonyl azides 1 with some electron-rich compounds have been studied in detail. Cycloalkenyl vinyl ethers reacted with 1 readily at 0 °C to give the corresponding ring-contraction N-fluoroalkanesulfonyl amidine analogues 3 . In contrast, aryl ynamine generated in situ reacted with 1 affording fluorinated α-diazoamidines 9 , which were decomposed slowly at room temperature to form [1-diethylamino-2-(4-nitro-phenyl)-2-oxo-eth-( Z)-ylidene]-fluoroalkanesulfinyl imine 10 with elimination of nitrogen gas. Possible mechanisms for these reactions were proposed.
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