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The McFadyen-Stevens reaction is a chemical reaction best described as a base-catalyzed thermal decomposition of acylsulfonylhydrazides to aldehydes.
Additional recommended knowledge
Dudman has developed an alternative hydrazide reagent.
The mechanism of the McFadyen-Stevens reaction is still under investigation. Two groups have independently proposed a heterolytic fragmentation mechanism.nitrogen gas, and an aryl sulfinate ion (5).The mechanism involves the deprotonation of the acyl sulfonamide followed by a 1,2-proton migration to give the alkoxide (3). The collapse of the alkoxide results in the fragmentation producing the desired aldehyde (4),
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "McFadyen-Stevens_reaction". A list of authors is available in Wikipedia.|