90786-30-4Relevant academic research and scientific papers
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.
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
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
Lewis base catalyzed ring opening of aziridines with silylated nucleophiles
Minakata, Satoshi,Okada, Yuriko,Oderaotoshi, Yoji,Komatsu, Mitsuo
, p. 3509 - 3512 (2007/10/03)
(Chemical Equation Presented) The ring opening of N-tosylaziridines with trimethylsilylated nucleophiles, catalyzed by N,N,N′,N′- tetramethylethylenediamine, led to the production of β-functionalized sulfonamides in good to excellent yields with high regi
An efficient route to regioselective opening of N-tosylaziridines with zinc(II) halides
Ghorai, Manas K.,Das, Kalpataru,Kumar, Amit,Ghosh, Koena
, p. 4103 - 4106 (2007/10/03)
An efficient route for the regio- and stereoselective ring opening of N-tosylaziridines with zinc dihalides (ZnX2, X = Cl, Br, I) is described. Depending on the solvent and Zn(II) halide, β-halo amines or imidazolines are obtained selectively in good to excellent yields.
Regioselective ring opening of aziridines with activated DMF complexes: A facile synthesis of β-haloamines
Pandey, Manoj K.,Bisai, Alakesh,Singh, Vinod K.
, p. 9661 - 9663 (2007/10/03)
A wide variety of aziridines were converted to the corresponding β-haloamines using activated DMF complexes in good to excellent yields with high regioselectivity.
Sulphonamidomercuriation of Olefins and Subsequent Reductive Demercuriation or Bromodemercuriation
Barluenga, Jose,Jimenez, Carmen,Najera, Carmen,Yus, Miguel
, p. 721 - 725 (2007/10/02)
The addition of toluene-p-sulphonamide to olefins in the presence of anhydrous mercury(II) nitrate and subsequent sodium borohydride reduction leads to the corresponding N-alkylsulphonamides.The sulphonamidomercuriation-demercuriation of 1,4- and 1,5-dienes yields saturated nitrogen-containing heterocycles.A possible mechanism for the stereoselective synthesis of cis-2,5-dimethyl-N-tosylpyrrolidine is proposed.The treatment of the intermediate organomercurials, isolated as the sodium salts of their bromomercurio derivatives, with bromine gives the corresponding 2-bromoalkylsulphonamides through a regiospecific bromodemercuriation process.
