Reactions of tosylhydrazones of benzaldehyde and benzophenone with cyanoalkenes in a basic two-phase system
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Add time:09/25/2019 Source:sciencedirect.com
Reaction of tosylhydrazones 1a,b with cyanoalkenes 3a,b, carried out in the presence of concentrated aq. sodium hydroxide in dioxane, afforded either cyanocyclopropanes 5, 9 or pyrazoles 13, 14 and 16, 17. The process takes place via generation of diazocompounds 2a,b from 1a,b their [3+2] cycloaddition to 3a,b with the formation of unstable pyrazolines 4, further fate of which depends on the structure of R1 and R2 substituents.
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