729-19-1Relevant academic research and scientific papers
Fe(III)-Catalyzed Aerobic Intramolecular N-N Coupling of Aliphatic Azides with Amines
Zhang, Yue,Duan, Dongyu,Zhong, Ying,Guo, Xin-Ai,Guo, Jiawei,Gou, Jing,Gao, Ziwei,Yu, Binxun
, p. 4960 - 4965 (2019/09/03)
An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five- and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (SH2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.
Chemistry of Amino Oximes, XIX. - Reaction of β-Benzylamino Oximes with Sulfuryl Chloride
Gnichtel, Horst,Koehler, Christoph
, p. 775 - 779 (2007/10/02)
3,4-Dihydro-2H-1,2,6-thiadiazine 1,1,6-trioxides 2 were prepared from anti-β-benzylamino oximes 1 and sulfuryl chloride.Tetrahydro-2H-1,2,6-thiadiazin 1,1-dioxides 3 were formed by reduction with NaBH4 and β-hydroxylimino sulfamic acid derivatives by hydrolysis, alkoholysis, and aminolysis with secondary amines.With primary amines, 2 afforded pyrazolines 7; syn-β-benzylamino oximes 9 and sulfuryl chloride yielded pyrazolines 10.
