34994-60-0

Usage

InChI:InChI=1/C16H13NO4/c18-16(14-8-10-15(11-9-14)17(19)20)21-12-4-7-13-5-2-1-3-6-13/h1-11H,12H2

Upstream product

• 56-23-5 tetrachloromethane 
• 34994-58-6 1-phenylallyl p-nitrobenzoate 
• 60-29-7 diethyl ether 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 122-04-3 4-nitro-benzoyl chloride 
• 104-54-1 3-Phenylpropenol 
• 100-47-0 benzonitrile 
• 108-90-7 chlorobenzene 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 555-16-8 4-nitrobenzaldehdye 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 123-31-9 hydroquinone 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 62-23-7 4-nitro-benzoic acid 
• 1286796-57-3 [18F]cinnamyl fluoride 
• 117969-61-6 [(1E)-3-fluoroprop-1-en-1-yl]benzene 

Relevant academic research and scientific papers

Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols

A straightforward aerobic oxidative esterification of aryl aldehydes with alcohols has been developed for the synthesis of substituted esters by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification.

Metal-free, regio- and stereoselective synthesis of linear (E)-allylic compounds using C, N, O, and S nucleophiles

A variety of allylic acetates and derivatives were synthesized by an efficient two-step protocol that employs readily available terminal alkenes as starting materials. This method is highly regio- and stereoselective, affording the linear (E)- isomer as the sole adduct. This process tolerates several functional groups including halogen-containing molecules, and it is general for weak oxygen, carbon, nitrogen, and sulfur nucleophiles. Furthermore, adducts were obtained in good to excellent yields.

Palladium-catalyzed allylic fluorination

Mild and rapid: The title reaction is presented and its applicability to 18F radiolabeling is demonstrated (see scheme; TBAF=tetra-n- butylammonium fluoride, THF=tetrahydrofuran, dba=dibenzylideneacetone). The use of p-nitrobenzoate as the leaving group is significant to the success of this catalytic organometallic fluorination process. A range of allylic fluorides were synthesized by this method. Copyright

N-heterocyclic carbene-mediated oxidative esterification of aldehydes: Ester formation and mechanistic studies

An unexpected N-heterocyclic carbene-catalyzed esterification of α,β-unsaturated aldehydes including aromatic aldehydes with reactive cinnamyl bromides in the presence of air oxygen or MnO2 as an oxidant is described. In the presence of oxygen, halogenated and electron-deficient aldehydes react smoothly to furnish esters in good yields. Great efforts have been made on mechanistic studies to deduce a plausible mechanism, based on the experimental results and isotopic labeling experiment.

Migration of aryl groups from silicon to carbon in α,β-epoxysilanes. A new model for hypervalent silicon study

The reaction of (2R,3R)-3-(triphenylsilyl)glycidol (1) with n-Bu4NF·3H2O in THF, followed by treatment of the product with p-nitrobenzoyl chloride yields (2S)-glycidol p-nitrobenzoate (4) and trans-cinnamyl p-nitrobenzoate (6) in a ratio of 1:1.5. The reaction of (R)Si-(2R,3R)- or (R)Si-(2S,3S)-3-[(methyl)(phenyl)(1-naphthyl)silyl]-glycidols, 7 or 8 respectively, with n-Bu4NF·3H2O affords mixtures of the respective glycidol, trans-cinnamyl alcohol and 3-(1-naphthyl)allyl alcohol. No significant difference in the product distribution in reaction of these two diasteromers was observed.