Synlett 2009(11): 1859-1860  
DOI: 10.1055/s-0029-1217375
SPOTLIGHT
© Georg Thieme Verlag Stuttgart ˙ New York

Synthetic Utility of N-Sulfonylimines

Davender Kumar Shukla*
Department of Chemistry, University School of Basic & Applied Sciences, Guru Gobind Singh Indraprastha University, Kashmere Gate, Delhi-110403, India.
e-Mail: dev.shukla@rediffmail.com;
Further Information

Publication History

Publication Date:
16 June 2009 (online)

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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