2020/08/05 by Aleksandr Kostyuk, Sergiy L. Filimonchuk, Kostiantyn Nazarenko +5
Chemistry · #Organic and Inorganic Chemical Reactions #Chemical Reaction Mechanisms #Chemical Reactions and Mechanisms
paper · doi:10.1055/s-0040-1707227
A method for the synthesis of iodomethyl-substituted five-membered sultams has been developed. The sultams were synthesized by intramolecular iodoamination of alkenyl sulfamides. The method allows synthesis of N- and C-substituted sultams. NH-Sultams were prepared by acidic cleavage of the corresponding tert-butyl sultams that are readily available. Varying the length of alkenyl substituent at sulfamide it was shown that only five- and six-membered sultams could be prepared by this method. Neither four- nor seven-membered sultams were detected. The simple practical procedure and available starting materials make the variously substituted sultams readily available.