2350-10-9Relevant articles and documents
Generation and Reactivity of Amidyl Radicals: Manganese-Mediated Atom-Transfer Reaction
Li, Jinxia,Li, Ping,Liu, Run-Zhou,Liu, Xian-Guan,Qu, Shuanglin,Sun, Jun,Zhang, Bo
supporting information, p. 4428 - 4433 (2020/02/05)
A simple and efficient protocol to generate amidyl radicals from amine functionalities through a manganese-mediated atom-transfer reaction has been developed. This approach employs an earth-abundant and inexpensive manganese complex, Mn2(CO)su
Continuous formation of N-chloro-N,N-dialkylamine solutions in well-mixed meso-scale flow reactors
Blacker, A. John,Jolley, Katherine E.
, p. 2408 - 2417 (2016/04/01)
The continuous flow synthesis of a range of organic solutions of N,N-dialkyl-N-chloramines is described using either a bespoke meso-scale tubular reactor with static mixers or a continuous stirred tank reactor. Both reactors promote the efficient mixing of a biphasic solution of N,N-dialkylamine in organic solvent, and aqueous sodium hypochlorite to achieve near quantitative conversions, in 72-100% in situ yields, and useful productivities of around 0.05 mol/h with residence times from 3 to 20 minutes. Initial calorimetric studies have been carried out to inform on reaction exotherms, rates and safe operation. Amines which partition mainly in the organic phase require longer reaction times, provided by the CSTR, to compensate for low mass transfer rates in the biphasic system. The green metrics of the reaction have been assessed and compared to existing procedures and have shown the continuous process is improved over previous procedures. The organic solutions of N,N-dialkyl-N-chloramines produced continuously will enable their use in tandem flow reactions with a range of nucleophilic substrates.
A versatile metal-free intermolecular aminochlorination of alkenes
Martínez, Claudio,Mu?iz, Kilian
, p. 205 - 211 (2014/03/21)
New reaction conditions for the rapid and productive intermolecular aminochlorination reaction of alkenes using a combination of chloramine-T and a Br?nstedt acid are described. Upon simple protonation of chloramine-T, conditions for a mild and selective aminochlorination are obtained. In addition, the reaction can proceed to form either of the two possible regioisomers, depending on whether a stoichiometric amount of such an acid activator or acetic acid is used as solvent. The reaction is operative for all different classes of alkenes. A total of over 50 examples is presented to illustrate this concept.