151696-67-2Relevant academic research and scientific papers
N-methyl azidonation of N,N-dimethylarylamines with the iodosylbenzene /trimethylsilylazide reagent combination and some reactions of α- azidomethylamines
Magnus, Philip,Lacour, Je?ro?me,Weber, Wolfgang
, p. 547 - 551 (1998)
Treatment of N-N-dimethylarylamines with iodosylbenzene/trimethylsilylazide results in functionalization of one of the methyl groups to give the N-azidomethyl derivative. Excess reagent produces the bis-azidomethyl adduct. The azidomethyl group can be hydrolyzed, resulting in overall demethylation. Alternatively, the azide group can be replaced by an alkyl or aryl residue thus providing a new route to unsymmetrical N,N-methylalkylarylamines from a symmetrical starting material.
Palladium-catalysed amination of aryl- and heteroaryl halides using tert-butyl tetraisopropylphosphorodiamidite as an easily accessible and air-stable ligand
Roiban, Gheorghe-Doru,Mehler, Gerlinde,Reetz, Manfred T.
supporting information, p. 2070 - 2076 (2014/04/17)
The phosphorus compound tert-butyl tetraisopropylphosphorodiamidite, prepared from bis(diisopropylamino)chlorophosphine, is an excellent ligand for palladium-catalysed Buchwald-Hartwig amination of aryl- and heteroaryl chlorides and bromides. Based on its ready accessibility and air-stability, this amination protocol is a practical approach to the synthesis of industrially important aryl- and heteroarylamines. Copyright
Preparation of polyfunctional tertiary amines via the electrophilic amination of arylmagnesium compounds using N-chloroamines
Sinha, Pradipta,Knochel, Paul
, p. 3304 - 3308 (2008/09/18)
Functionalized arylmagnesium compounds prepared via a halogen-magnesium exchange reaction using aryl iodides or bromides and i-PrMgCl·LiCl, react rapidly with benzyl-N-chloroamines at -45 °C providing polyfunctional tertiary amines in good yields. The methodology is also successfully applied to the preparation of chiral N-chloroamines with retention of chirality. Georg Thieme Verlag Stuttgart.
Palladium-Catalyzed Amination of Aryl Triflates
Wolfe, John P.,Buchwald, Stephen L.
, p. 1264 - 1267 (2007/10/03)
The conversion of aryl triflates to the corresponding aniline derivatives was accomplished in moderate to good yield using a catalyst consisting of the combination of palladium acetate (2 mol %) and either BINAP or Tol-BINAP. In contrast to the corresponding palladium-catalyzed amination of aryl bromides and iodides, electronically neutral aryl triflates gave higher yields of arylamines than did electron deficient aryl triflates, presumably due to the increased rate of base-promoted triflate cleavage in electron deficient substrates.
