140669-90-5Relevant academic research and scientific papers
Photolytic and Chromium(II)-Promoted Addition Reactions of N-Halogenoformamides with Alkenes
Goosen, Andre,McCleland, Cedric W.,Merrifield, Alan J.
, p. 627 - 632 (1992)
Formamidyl radicals (HCONR) do not intramolecularly abstract hydrogen or cyclise onto aromatic rings, but do add intermolecularly to alkenes.The photolytic addition of N-halogenoformamides to alkenes is inhibited by N-alkylation.However, N-alkyl-N-halogenoformamides add to alkenes in the presence of chromium(II) species.The addition of N-halogenoformamides to alkenes occurs regiospecifically with formamidyl bonding to the less substituted terminus of the alkene.The adducts obtained from N-alkylformamidyls exist as mixtures of rotameric isomers whose configurations have been assigned.The reactivity of the formamidyl radical has been discussed in terms of its conformation and electron state.
A simple protocol for efficient N-chlorination of amides and carbamates
De Luca, Lidia,Giacomelli, Giampaolo,Nieddu, Giammario
, p. 223 - 226 (2005)
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.
