82485-77-6Relevant academic research and scientific papers
Synthesis of Cyanamides via a One-Pot Oxidation-Cyanation of Primary and Secondary Amines
Kuhl, Nadine,Raval, Saurin,Cohen, Ryan D.
, p. 1268 - 1272 (2019)
An operationally simple oxidation-cyanation method for the synthesis of cyanamides is described. The procedure utilizes inexpensive and commercially available N-chlorosuccinimide and Zn(CN)2 as reagents to avoid direct handling of toxic cyanogen halides. It is demonstrated to be amenable for the cyanation of a variety of primary and secondary amines and aniline derivatives as well as a complex synthetic intermediate en route to verubecestat (MK-8931). Additionally, kinetic measurements and other control experiments are reported to shed light onto the mechanism of this cyanation reaction.
N-Cyanation of Primary and Secondary Amines with Cyanobenzio-doxolone (CBX) Reagent
Chen, Zimin,Yuan, Weiming
supporting information, p. 14836 - 14840 (2021/09/30)
An efficient electrophilic N-cyanation of amines with a stable and less-toxic cyanobenziodoxole reagent towards the synthesis of cyanamides is disclosed. This synthetically practicable strategy allows the construction of a wide variety of cyanamides under very mild and simple conditions with a broad functional group compatibility, and showcases a huge potential in late-stage modification of complex molecules.
Some Extensions of von Braun (BrCN) Reaction on Organic Bases: Part II
Malik, Abdul,Afza, Nighat,Siddiqui, Salimuzzaman
, p. 512 - 518 (2007/10/02)
Extensions of von Braun Cyanogen bromide reaction on Ephedra alkaloids and simpler bases have resulted in synthesis of substituted oxazolidines and a whole series of nitrogen analogues of ephedrine, desoxy ephedrine and simpler amines.The general applicability and limitations of such extension of the reaction are also discussed. - Key words: von Braun Cyanogen Bromide Reaction
