Sulfinamide

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Not to be confused with sulfonamide.
The general chemical structure of a sulfinamide

Sulfinamide is a functional group in organic chemistry containing a sulfur-oxygen double bond and a sulfur-nitrogen single bond. Sulfinamides are amides of sulfinic acid.

Chiral sulfinamides such as tert-butanesulfinamide, p-toluenesulfinamide[1][2] and 2,4,6-trimethylbenzenesulfinamide[3] are relevant to asymmetric synthesis.

References

  1. ↑ Fanelli, D. L.; Szewczyk, J. M.; Zhang, Y.; Reddy, G. V.; Burns, D. M.; Davis, F. A. (2000), "SULFINIMINES (THIOOXIMINE S-OXIDES): ASYMMETRIC SYNTHESIS OF METHYL (R)-(+)-β-PHENYLALANATE FROM (S)-(+)-N-(BENZYLIDENE)-p-TOLUENESULFINAMIDE", Org. Synth. 77: 50 ; Coll. Vol. 10: 47 
  2. ↑ Ruano, J. L.; Alemán, J.; Parra, A.; Cid, M. B. (2007), "PREPARATION OF N-p-TOLYLSULFONYL-(E)-1-PHENYLETHYLIDENEIMINE", Org. Synth. 84: 129 
  3. ↑ Ramachandar, T.; Wu, Y.; Zhang, J.; Davis, F. A. (2006), "(S)-(+)-2,4,6-TRIMETHYLBENZENESULFINAMIDE", Org. Synth. 83: 131 


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