53774-34-8

Upstream product

• 612-23-7 2-nitrobenzyl chloride 
• 100-52-7 benzaldehyde 
• 4264-29-3 (E)-2-nitrostilbene 
• 577-19-5 2-nitrophenyl bromide 
• 552-89-6 2-nitro-benzaldehyde 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 99366-72-0 o-nitrobenzyldimethylsulfonium bromide 
• 100-42-5 styrene 
• 7417-81-4 benzyl phenyl sulfoxide 

Downstream Products

• 139018-14-7 3-hydroxy-3-phenyl-1,3-dihydro-indol-2-one 
• 35010-10-7 1-(2-nitrophenyl)-2-phenylethane-1,2-dione 
• 53774-28-0 1-(2-nitrophenyl)-2-phenylethanol 

Relevant academic research and scientific papers

The Epoxidation of Carbonyl Compounds with a Benzyne-Triggered Sulfur Ylide

An efficient method for the synthesis of epoxides from carbonyl compounds, sulfoxides, and benzyne is presented. The strategy involved an epoxidation by a sulfur ylide which is formed in situ from sulfoxide and benzyne through the S-O bond insertion and d

Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles

tert-Butoxide unlocks new reactivity patterns embedded in nitroarenes. Exposure of nitrostilbenes to sodium tert-butoxide was found to produce N-hydroxyindoles at room temperature without an additive. Changing the counterion to potassium changed the reaction outcome to yield solely oxindoles through an unprecedented dioxygen-transfer reaction followed by a 1,2-phenyl migration. Mechanistic experiments established that these reactions proceed via radical intermediates and suggest that counterion coordination controls whether an oxindole or N-hydroxyindole product is formed.

A mild access to chiral syn 1,2-diaryl glycols by stereoselective ring opening of ortho substituted trans 2,3-diaryl-oxiranes using Amberlyst 15 in H2O/THF system

Amberlyst 15 was an efficient and green catalyst for the reaction of 2,3-diaryloxiranes with H2O in organic co-solvent to prepare glycols in high yield. Ortho substituted trans 2,3-diaryloxiranes afforded the corresponding syn glycols stereo- and enantiospecifically. Stereoselectivity appeared related to the coordination ability of the substituents, irrespective of their electronic properties. Indeed o-OCH3 and o-OBn substituted syn glycols were obtained in high stereochemical ratios (6/1 and 10/1, respectively), and o-OTIPS and o-NO2 substituted ones were obtained as exclusive products, with the same ee of the parent epoxides.

L'o-nitrobenzylidenedimethylsulfuranne: synthese, reactivite

In aqueous solution, o-nitrobenzyldimethylsulfonium bromide and the corresponding ylid give, depending upon the conditions, o-nitrobenzyl alcohol, o-nitrobenzylsulfide, or methyl o-hydroxymethylbenzyl sulfide.The o-nitrophenyloxiranes may be obtained by the reaction of nitrobenzylidenedimethylsulfurane with aldehydes in a two-phase aqueous sodium hydroxide/dichloromethane system.