Synthetic Utility of N-Sulfonylimines

Introduction:

Analogous to carbon-carbon and carbon-oxygen double bonds, carbon-nitrogen double bond has been an active site of study in recent times. The reactivity of the carbon-nitrogen double bond lies in between that of the carbonyl and olefinic functions. The carbon-nitrogen double bond has an additional lone pair of electrons which leads to its distinctive properties from carbon-carbon double bond.

N-Sulfonylimine [¹] (also known as sulfonylimine) is one such good example of azomethenic carbon-nitrogen double bond. N-Sulfonylimines are useful precursors for the synthesis of important synthetic intermediates such as oxaziridines [²] and aziridines [³] as well as for the synthesis of compounds of medicinal importance. [4-5] N-Sulfonyl­imines also serves as heterodienes and heterodienophiles in [4+2] cycloadditions. [6]

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