27159-38-2

Upstream product

• 100-42-5 styrene 
• 100-46-9 benzylamine 
• 96-09-3 styrene oxide 
• 25653-11-6 2-(benzylimino)-1,3-dimethylimidazolidine 
• 50606-93-4 α-(N-Benzylamino)acetophenone 
• 75326-15-7 (2-bromo-1-phenylethyl)dimethylsulphonium bromide 
• 108415-83-4 (E)-β-styryl phenyl selenone 
• 50450-21-0 dimethylbromosulphonium bromide 
• 1498-99-3 styrenesulfide 
• 51096-49-2 (S)-(+)-2-(N-Benzylamino)-1-phenylethanol 
• 1172578-33-4 C₁₅H₁₄ClN 
• 1224632-38-5 (R)-3-benzyl-4-phenyl-1,2,3-oxathiazolidine-2,2-dioxide 
• 1826-67-1 vinyl magnesium bromide 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 117416-53-2 3-benzyl-5-phenyloxazolidin-2-one 
• 3647-71-0 N-benzyl-2-phenylethylamine 
• 1033616-62-4 2-(benzylamino)-1-phenylethyl acetate 
• 1033015-15-4 C₁₇H₁₉NO₂ 
• 1033616-63-5 2-(benzylamino)-1-phenylethyl benzoate 
• 1447034-81-2 4-(benzyl(phenyl)amino)-3-phenylbutanenitrile 
• 1447034-87-8 4-(benzyl(3,4-difluorophenyl)amino)-3-phenylbutanenitrile 

Relevant academic research and scientific papers

Microwave-accelerated and efficient synthesis of structurally diverseN-(2,2-diphenylvinyl)-β-oxoamides

N-(2,2-Diphenylvinyl)-β-oxoamides are both the structural moiety of biologically active compounds and important synthetic intermediates. Structurally diverseN-(2,2-diphenylvinyl)-β-oxoamides are prepared efficiently from 2-diazo-1,3-dicarbonyl compounds andN-alkyl-2,2-diphenylaziridinesviaan electrophilic ring opening reaction under two different reaction conditions of reflux and microwave irradiation. 2-Diazo-1,3-dicarbonyl compounds undergo the Wolff rearrangement under heating to generate α-oxoketenes, which electrophilically react withN-alkylaziridines to directly produce structurally diverseN-(2,2-diphenylvinyl)-β-oxoamides in good to excellent yields under microwave irradiation. Microwave irradiation accelerates the reaction obviously and efficiently. Both 2-diazo-1,3-diketones and alkyl 2-diazo-3-oxoalkanoates work well. The reaction is catalyst-free and highly atom economical, involves only loss of nitrogen and does not require additives. The products are useful synthons for the convenient preparation of multisubstituted β-lactam derivatives.

Novel reaction course of thiiranes to vinyloxiranes: Reaction of benzyne with thiiranes and aldehydes

Reaction of 2 molar amount of 2-(trimethylsilyl)phenyl triflate with thiiranes and aldehydes in the presence of CsF afforded vinyloxiranes in one-pot operation. Reaction of benzyne with thiiranes gave the corresponding alkenyl phenyl sulfides, which furth

Cycloaddition of Aziridine with CO2/CS2 Catalyzed by Amidato Divalent Lanthanide Complexes

This is the first time that the amidato lanthanide amides ({LnLn[N(SiMe3)2]THF}2 (n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and {L3Eu[N(SiMe3)2]THF}{L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with good functional group tolerance.

Thermal azide-Alkene cycloaddition reactions: straightforward multi-gram access to Δ2-1,2,3-Triazolines in deep eutectic solvents

The multi-gram synthesis of a wide range of 1,2,3-Triazolines via azide-Alkene cycloaddition reactions in a Deep Eutectic Solvent (DES) is reported. The role of DES in this transformation as well as the origin of the full product distribution was studied with an experimental/computational-DFT approach.

β-amino alcohols and their respective 2-phenyl-N-alkyl aziridines as potential DNA minor groove binders

It is known that aziridines and nitrogen mustards exert their biological activities, especially in chemotherapy, via DNA alkylation. The studied scaffold, 2-phenyl-1-aziridine, provides a distinct conformation compared to commonly used aziridines, and the

Copper-Catalyzed Regio- and Stereoselective Ring-Opening of Cyclic Sulfamidates with Grignard Reagents assisted by Lithium Chloride

Copper-catalyzed ring-opening reactions of cyclic 1,2-sulfamidates with a wide range of Grignard reagents have been investigated. The use of lithium chloride as an additive is essential to activate CO bond cleavage. The reaction represents highly regio- and stereoselective, and thus allows for efficient synthesis of enantioenriched α-branched benzylamine derivatives. Furthermore, we demonstrated that the products are potential to be used as building blocks for the preparation of wide range of nitrogen-containing heterocycles.

Three-component reaction of small-ring cyclic amines with arynes and acetonitrile

A novel stereospecific three-component reaction of aziridines and azetidines with arynes and acetonitrile has been developed. The reaction affords N-aryl γ-aminobutyronitriles and δ-aminovaleronitriles that can be used as precursors and congeners of a number of bioactive compounds, such as pregabalin and lergotrile.

Ag(I)-catalyzed regioselective ring-opening of N -tosylaziridine and N -tosylazetidine with S -, O -, and N -nucleophiles and tethered dinucleophiles

[Ag(COD)2]PF6 catalyzes the ring-opening of N-tosylaziridines and -azetidines with alcohols, amines, thiols, and related tethered 1,2-ethane dinucleophiles. Initial rate studies and DFT-based evaluation of stepwise energetics suggest

Regioselective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines using Br- Ph3+PPEG 600P+Ph3Br- as an efficient, homogenous recyclable catalyst at ambient conditions

Polyethylene glycol functionalized phosphonium salt (Br- Ph 3+PPEG600P+Ph3Br -) was found to be an efficient, homogenous, recyclable catalyst for coupling of CO2 with a variety of aziridines producing corresponding 5-aryl-2-oxazolidinones with good yields and excellent regioselectivity under relatively mild and solvent free conditions. Furthermore, the catalyst was effectively recycled for four consecutive cycles without any significant loss in its catalytic activity and selectivity.

Protic onium salts-catalyzed synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under mild conditions

Protic onium salts, e.g. pyridium iodide, proved to be highly efficient and recyclable catalysts for the selective synthesis of 5-aryl-2-oxazolidinones under a CO2 atmosphere at room temperature, presumably due to aziridine activation assisted by hydrogen bonding on the basis of 1H NMR and in situ FT IR under CO2 pressure study.