6830-31-5Relevant academic research and scientific papers
Transition-metal free umpolung carbon-nitrogen versus carbon-chlorine bond formation
Sirois, John J.,DeBoef, Brenton
supporting information, p. 5610 - 5612 (2015/09/21)
The formation of carbon-nitrogen (C-N) bonds via an umpolung substitution reaction has been achieved at -78 °C without the need for catalysts, ligands, or additives. The scope is limited to aryl Grignard reagents with N-chloroamines. The findings in this manuscript serve as a reference point for all C-N bond formations involving N-chloroamines and organometallic reagents. Knowing the yields of uncatalyzed reactions will be useful when determining the success of future catalytic methods.
Poly(N,N′-dichloro-N-ethylbenzene-1,3-disulfonamide) and N,N,N′,N′-tetrachlorobenzene-1,3-disulfonamide as novel reagents for the synthesis of N-chloroamines, nitriles and aldehydes
Ghorbani-Vaghei, Ramin,Veisi, Hojat
experimental part, p. 945 - 950 (2009/12/01)
The applications of poly(N,N′-dichloro-N-ethylbenzene-1,3- disulfonamide) (PCBS) and N,N,N′,N′-tetrachlorobenzene-1,3- disulfonamide (TCBDA) as novel reagents for the preparation of N,N-dichloroamines, nitriles, and aldehydes from primary amines under various conditions are described. Also, a simple and effective procedure for the direct oxidative conversion of primary alcohols into nitriles was successfully carried out with TCBDA and PCBS in aqueous ammonia. Georg Thieme Verlag Stuttgart.
Umpolung amination: Nickel-catalyzed coupling reactions of N,N-dialkyl-N-chloroamines with diorganozinc reagents
Barker, Timothy J.,Jarvo, Elizabeth R.
supporting information; experimental part, p. 15598 - 15599 (2010/01/29)
(Chemical Equation Presented) N,N-Dialkyl-N-chloroamines are an effective source of electrophilic nitrogen for nickel-catalyzed coupling with diarylzinc reagents. A variety of N-chloroamines as well as organozinc reagents react smoothly under the reaction conditions. A one-pot procedure that circumvents the need to isolate the N-chloroamines is described.
Studies on the Ethylhydroperoxide-Supported Oxidation of 1,4-Diazabicyclooctane by Chloroperoxidase
Sayo, Hiroteru,Hosokawa, Mikio,Lee, Eibai,Kariya, Kimio
, p. 2485 - 2489 (2007/10/02)
The chloroperoxidase-catalyzed oxidation of 1,4-diazabicyclooctane (DABCO) by H2O2 or ethylhydroperoxide (EHP) in the presence of Cl- was investigated at pH 2.75, 5.0, and 7.0, and the results were compared with those of the chemical oxidation by HOCl.The oxidation of DABCO in the chloroperoxidase-EHP-Cl- system at pH 5.0 gave a fairly well-resolved elctron spin resonance spectrum, which was identified as that of the radical cation of DABCO.The dectection of the radical cation suggests that the first step of the chloroperoxidase-catalyzed oxidation of DABCO is the formation of the DABCO chloroammonium cation followed by the homolysis of the cation.Keywords-chloroperoxidase; ESR; ethylhydroperoxide; 1,4-diazabicyclooctane; DABCO cation radical; ethylhydroperoxide-supported oxidation; hypochlorous acid; triethylenediamine
HIGH ORTHO-SELECTIVITY IN THE CHLORINATION OF PHENOLS WITH N-CHLORODIALKYLAMINES IN THE PRESENCE OF SILICA.
Smith, Keith,Butters, Michael,Nay, Barry
, p. 1319 - 1322 (2007/10/02)
Phenols are readily chlorinated by N-chlorodialkylamines in the presence of silica.Furthermore, this approach allows greater selectivity for mono:di and ortho: para chlorination than is possible with many other approaches.
