3580-74-3Relevant academic research and scientific papers
The Reaction of Isocyanides with Halogens or N-Halosuccinimides and Alcohols
Yamada, Hideyo,Wada, Yasuo,Tanimoto, Shigeo,Okano, Masaya
, p. 2480 - 2483 (2007/10/02)
The reaction of aliphatic isocyanides with bromine or chlorine in primary alcohols, followed by hydrolysis, afforded the corresponding carbamates in moderate yields, together with various amounts of amines.Bromine was superior to chlorine as a halogen source for the formation of carbamates, unexpectedly, the addition of HgCl2 resulted in a decrease in the carbamate yield.When N-halosuccinimides were used in the place of halogens, an additional formation of the succinimide-incorporated product was observed to some extent.
Reactions of Primary and Secondary Amines with Fluoronitrene Generated from Isopropyl N,N-Difluorocarbamate
Klopotek, David L.,Hobrock, Brice G.,Kovacic, Peter,Jones, Martin B.
, p. 1665 - 1667 (2007/10/02)
Isopropyl N,N-difluorocarbamate deaminates primary amines, RNH2, affording RH, N2, RNHCO2-i-C3H7, and RNH2*HF.With secondary amines, dibenzylamine gives bibenzyl, whereas pyrrolidine yields a ring-expansion product, 2,3,4,5-tetrahydropyridazine.The reactions are consistent with the generation of fluoronitrene and subsequent production of the intermediates RN=NH from RNH2 and R2N=N from R2NH.The advantages of using isopropyl N,N-difluorocarbamate as a source of fluoronitrene are discussed.
