90786-29-1

Upstream product

• 148961-16-4 2-hexyl-1-(toluene-4-sulfonyl)-aziridine 
• 111-66-0 oct-1-ene 
• 41085-71-6 bromamine T 
• 127-65-1 chloroamine-T 
• 21849-40-1 dibromamine-T 
• 70-55-3 toluene-4-sulfonamide 

Relevant academic research and scientific papers

Ni-Catalyzed Carboxylation of Aziridines en Route to β-Amino Acids

A Ni-catalyzed reductive carboxylation of N-substituted aziridines with CO2 at atmospheric pressure is disclosed. The protocol is characterized by its mild conditions, experimental ease, and exquisite chemo- and regioselectivity pattern, thus unlocking a new catalytic blueprint to access β-amino acids, important building blocks with considerable potential as peptidomimetics.

A Metal-Free Protocol for Aminofunctionalization of Olefins Using TsNBr2

N,N-Dibromo-p-toluene sulfonamide (TsNBr2) has been found to be an effective reagent for various aminofunctionalization reactions. This reagent behaves both as an electrophilic bromine source as well as amine to react with olefins under different conditions to yield aminoether, imidazoline, diamine and amino bromine. The reaction proceeds rapidly under mild conditions with high regioselectivity. Olefins react with TsNBr2 in moist THF to form δ-amino ether at room temperature. Treatment of TsNBr2 with olefin in MeCN at room temperature produced imidazoline in high yield. Further modification of the reaction condition resulted in the development of a one-step procedure for the synthesis of N-acetyl,N′-tosyl diamine derivatives directly from olefin. When the olefin was treated with 2.4 mol equiv of TsNBr2 in the presence of K2CO3, N,N′-ditosyl diamine derivative was obtained in moderate yield. Instantaneous formation of aminobromine was observed when an olefin was treated with the reagent in dry CH2Cl2 at room temperature.

Highly efficient regioselective ring openings of N-tosylaziridines to haloamines using ferric (III) halides

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

CO2-induced amidobromination of olefins with bromamine-T

The carbon dioxide (CO2)-induced amidobromination of olefins with bromamine-T is described. The method can be used in reactions with a wide range of olefins, both aromatic and aliphatic, as well as electron-rich and deficient olefins, leading to the regioselective formation of amidobrominated compounds.

PPh3/halogenating agent-mediated highly efficient ring opening of activated and non-activated aziridines

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 regio- and stereo-selective cleavage of aziridines and epoxides using an ionic liquid as reagent and reaction medium

Ionic liquids, containing a variety of functionalities such as halo, azido, and thiocyano, efficiently cleave aziridines and epoxides to the corresponding products in high yields. The cleavages are regio- and stereo-selective. The reactions are complete i

Highly regioselective ring opening of epoxides and aziridines using (bromodimethyl)sulfonium bromide

Epoxides and aziridines undergo ring opening efficiently with (bromodimethyl)sulfonium bromide at room temperature to form the corresponding β-bromohydrins and β-bromoamines, respectively. The conversions are highly regioselective and afford the products in excellent yields within a short period of time.

Lewis base catalyzed ring opening of aziridines with silylated nucleophiles

(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

Regioselective ring opening of aziridines with activated DMF complexes: A facile synthesis of β-haloamines

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

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.