76475-12-2Relevant academic research and scientific papers
Highly efficient regioselective ring openings of N-tosylaziridines to haloamines using ferric (III) halides
Li, Xing,Sun, Zhi-Qin,Chang, Hong-Hong,Wei, Wen-Long
, p. 1174 - 1178 (2014/08/18)
FeX3 (X = Cl, Br) were found to be very effective reagents and powerful catalysts for regioselective ring openings of a variety of N-tosylaziridines with them to afford the corresponding β-haloamines in good to excellent yields with high regios
TBD-catalyzed ring opening of aziridines with silylated nucleophiles
Matsukawa, S.,Takahashi, H.,Harada, T.
, p. 406 - 414,9 (2020/10/15)
The ring opening of N-tosylaziridines with silylated nucleophiles catalyzed by 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding- functionalized sulfonamides in excellent yields under mild reaction conditions. Copyright
An efficient method for opening N -tosylaziridines with silylated nucleophiles by using polystyrene-supported 1,5,7-triazabicyclo[44.0]dec-5-ene as a reusable organocatalyst
Matsukawa, Satoru,Tsukamoto, Kumiko,Yasuda, Shiori,Harada, Takeru
supporting information, p. 2959 - 2965 (2013/11/06)
Polystyrene-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PS-TBD) catalyzes the ring opening of N-tosylaziridines with trimethylsilyl cyanide, trimethylsilyl azide, or trimethylsilyl halides to give the corresponding products in high yields. PS-TBD can b
Polystyrene-supported TBD catalyzed ring-opening of N-tosylaziridines with silylated nucleophiles
Matsukawa, Satoru,Harada, Takeru,Yasuda, Shiori
supporting information; experimental part, p. 4886 - 4890 (2012/07/27)
Polystyrene-supported TBD (PS-TBD) catalyzes the ring-opening of N-tosylaziridines with silylated nucleophiles to give the corresponding products in high yields. PS-TBD was easily recovered and reused without significant loss of catalytic activity.
Hydrated nickel (II) halides mediated ring opening reaction with N-tosylaziridines
Zhang, Wan Xuan,Hu, Wei Gang,Su, Li,Liu, Li Qin
scheme or table, p. 285 - 288 (2012/05/05)
An efficient and water tolerant method for the synthesis of β-haloamines is described utilizing hydrated nickel (II) halides (NiX 2·nH2O X = Cl, Br, I) and aziridines as starting materials. N-Tosylaziridines reacted with NiCl2/
SN2-type ring opening of substituted-N-tosylaziridines with zinc (II) halides: Control of racemization by quaternary ammonium salt
Ghorai, Manas K,Tiwari, Deo Prakash,Kumar, Amit,Das, Kalpataru
experimental part, p. 951 - 961 (2012/03/08)
Quaternary ammonium salt mediated highly regioselective ring opening of aziridines with zinc(II) halides to racemic and non-racemic β-halo amines in excellent yield and selectivity is described. The reaction proceeds via an SN2-type pathway and
BF3·OEt2-Mediated highly regioselective S N2-type ring-opening of N-activated aziridines and N-activated azetidines by tetraalkylammonium halides
Ghorai, Manas K.,Kumar, Amit,Tiwari, Deo Prakash
experimental part, p. 137 - 151 (2010/04/04)
(Chemical Equation Presented) A highly regioselective Lewis acid-mediated SN2-type ring-opening of N-sulfonylaziridines and azetidines with tetraalkylammonium halides in CH2Cl2 solution to afford 1,2- and 1,3-haloamines in excellent yields is described. An easy diastereoselective route toward substituted chiral N-tosylaziridines has been developed. The mechanism of ring-opening via SN2 pathway has been confirmed by the formation of chiral haloamines with excellent er and dr. Chloroamines obtained from 2,3-disubstituted aziridines were converted to the chiral N-tosylamines via radical dehalogenation. 2009 American Chemical Society.
TTMPP: An efficient organocatalyst in the ring-opening of aziridines with silylated nucleophiles
Matsukawa, Satoru,Tsukamoto, Kumiko
experimental part, p. 3792 - 3796 (2009/10/23)
The ring-opening of N-tosylaziridines with silylated nucleophiles catalyzed by tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP) afforded the corresponding β-functionalized sulfonamides in excellent yield under mild reaction conditions.
PPh3/halogenating agent-mediated highly efficient ring opening of activated and non-activated aziridines
Kumar, Manoj,Pandey, Sanjay K.,Gandhi, Shikha,Singh, Vinod K.
scheme or table, p. 363 - 365 (2009/04/19)
We report here the use of PPh3/halogenating agents as highly efficient reagents for the ring opening of aziridines with halides. The method works effectively for both activated and non-activated aziridines, and furnishes the products in excelle
Efficient copper-catalyzed benzylic amidation with anhydrous chloramine-T
Bhuyan, Ranjana,Nicholas, Kenneth M.
, p. 3957 - 3959 (2008/02/11)
Benzylic hydrocarbons are selectively converted to the corresponding sulfonamides by the [Cu(CH3CN)4]PF6-catalyzed reaction with anhydrous TolSO2NNaCl (chloramine-T). Under the same conditions, representative ethers are also α-amidated; olefins produce allyl sulfonamides, aziridines, and/or β-chloro sulfonamides.
