- A simple protocol for efficient N-chlorination of amides and carbamates
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N-Chlorination of various amides, lactams, and carbamates with very cheap trichloroisocyanuric acid proceeds efficiently under very mild conditions. Excellent results were also observed for the N-chlorination of carbamates of free amino acids.
- De Luca, Lidia,Giacomelli, Giampaolo,Nieddu, Giammario
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p. 223 - 226
(2007/10/03)
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- Pyrolysis of N,N-Dihalo Derivatives of Amides and Sulfonamides
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Pyrolysis of N,N-dichlorobenzenesulfonamide produced benzene (41percent) and chlorobenzene (40percent); the dibromo compound gave benzene (19percent) and bromobenzene (20percent).Toluene (46percent), chlorotoluene (27percent), and dichlorotoluene (10percent) were generated from the N,N-dichloro-p-tolyl derivative.From each aryl substrate, 1,1,2,2-tetrachloroethane was also produced from reactions involving CH2Cl2 solvent. 3-Chloro-N,N-dichloroadamantane-1-sulfonamide decomposed to 1,3-dichloroadamantane (52percent) and 1,3,5-trichloroadamantane (15percent).N,N-Dihalobenzamides produced phenyl isocyanate; N,N-dichloro and N-bromo derivatives gave isocyanate in 16-23percent and 21-28percent yields, respectively.N,N-Dichloroadamantane-1-carboxamide produced 1-adamantyl isocyanate (20-50percent) and 1-chloroadamantane (12-46percent).The mechanistic features of the various reactions are discussed.
- Roberts, John T.,Rittberg, Barry R.,Kovacic, Peter
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p. 3988 - 3991
(2007/10/02)
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- N-ACYLARENESELENINIMIDOYL CHLORIDES
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N-Acylseleninimidoyl chlorides were obtained by the reaction of diaryl diselenides, arylselenosilanes, or arylselenium chlorides with the dichloroamides of carboxylic acids.The acid chlorides react with styrene by a scheme of 1,4-cycloaddition with the formation of 4-chloro-2,4,6-triaryl-5,6-dihydro-4-selena-1,3-oxazines.
- Derkach, N. Ya.,Lyapina, T. V.,Levchenko, E. S.
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