52120-10-2Relevant articles and documents
Radical and Nitrenoid Reactivity of 3-Halo-3-phenyldiazirines
Navrátil, Rafael,Tarábek, Ján,Linhart, Igor,Martin?, Tomá?
supporting information, p. 3734 - 3737 (2016/08/16)
3-Halo-3-phenyl-3H-diazirines (halogen = Br or Cl) undergo a dissociative single-electron transfer from alkyllithiums (RLi) in THF-based solvent mixtures. The resulting 3-phenyldiazirinyl radical, observed by EPR spectroscopy, is eventually transformed to benzonitrile. In Et2O, 2 equiv of RLi add to both nitrogens of halodiazirine N=N bond, affording N,N′-dialkylbenzamidines. The nitrenoid reactivity of some N-alkyl-1H-diazirine intermediates is manifested by their insertion into the α-C-H bond of THF or Et2O.
Samarium diiodide promoted synthesis of N,N′-disubstituted amidines
Xu, Fan,Sun, Jianhua,Shen, Qi
, p. 1867 - 1869 (2007/10/03)
An efficient one-step preparation of an N,N′-disubstituted amidine by the direct nucleophilic addition of an amine to the parent nitrile using catalytic amounts of SmI2 under relatively mild conditions is developed. Alkyl, benzyl and aryl amidi