1166870-59-2

Upstream product

• 1166870-58-1 4-bromobenzyl 2-chloro-2-phenylacetate 
• 2912-62-1 α-chlorophenylacetyl chloride 
• 873-75-6 4-bromobenzenemethanol 
• 103-82-2 phenylacetic acid 
• 106-38-7 para-bromotoluene 

Downstream Products

• 1374152-28-9 4-bromobenzyl diazophenylacetate 
• 1374152-79-0 C₂₃H₁₈BrN₃O₂ 

Relevant academic research and scientific papers

Application of microflow conditions to visible light photoredox catalysis

Applications of microflow conditions for visible light photoredox catalysis have successfully been developed. Operationally simple microreactor and FEP (fluorinated ethylene propylene copolymer) tube reactor systems enable significant improvement of sever

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Efficient excited-state electron transfer between an iron(III) photosensitizer and organic electron donors was realized with green light irradiation. This advance was enabled by the use of the previously reported iron photosensitizer, [Fe(phtmeimb)2]+ (phtmeimb = {phenyl[tris(3-methyl-imidazolin-2-ylidene)]borate}, that exhibited long-lived and luminescent ligand-to-metal charge-transfer (LMCT) excited states. A benchmark dehalogenation reaction was investigated with yields that exceed 90% and an enhanced stability relative to the prototypical photosensitizer [Ru(bpy)3]2+. The initial catalytic step is electron transfer from an amine to the photoexcited iron sensitizer, which is shown to occur with a large cage-escape yield. For LMCT excited states, this reductive electron transfer is vectorial and may be a general advantage of Fe(III) photosensitizers. In-depth time-resolved spectroscopic methods, including transient absorption characterization from the ultraviolet to the infrared regions, provided a quantitative description of the catalytic mechanism with associated rate constants and yields.

Photostable Polynuclear Ruthenium(II) Photosensitizers Competent for Dehalogenation Photoredox Catalysis at 590 nm

Higher nuclearity photosensitizers produced dehalogenation yields greater than 90% in the reported [Ru(bpy)3]2+-mediated dehalogenation of 4-bromobenzyl-2-chloro-2-phenylacetate to 4-bromobenzyl-2-phenylacetate with orange light in 7

A Free-Radical Reduction and Cyclization of Alkyl Halides Mediated by FeCl2

Iron mediated catalytic reactions are of great interest in the field of organic synthesis because they are economic and naturally abundant. However, the use of iron catalyst in the field of free radical cyclization or reduction of alkyl halides remains limited. Here we describe the use of an unprecedented combination of iron and zinc in the reduction and 5-exo-trig radical cyclization of alkyl halides under mild condition in the absence of added ligands or additives. The method is distinguished by its wide scope, functional group tolerance and the use of 1,4-cyclohexadiene as the source of hydrogen, which aids easy purification.

Dehalogenation of functionalized alkyl halides in water at room temperature

Alkyl bromides and chlorides can be reduced to the corresponding hydrocarbons utilizing zinc in the presence of an amine additive. The process takes place in water at ambient temperatures, enabled by a commercially available designer surfactant. The reaction medium can be readily recycled, and the amount of organic solvent invested for product isolation is minimal, leading to very low E Factors. This journal is

Direct conversion of methylarenes into dithiocarbamates, thioamides and benzyl esters

A new strategy for the synthesis of a variety of dithiocarbamates and thioamides has been developed employing inexpensive and readily available methylarenes under metal-free and solvent-free conditions. The approach offers a one-pot procedure and has also been extended to the synthesis of a diverse range of benzyl esters.

Metal-free, cooperative asymmetric organophotoredox catalysis with visible light

The dawn of old stars: Classic xanthene dyes like eosin Y (gr. I=goddess of dawn) and green-light irradiation can replace precious metal complexes for the organocatalytic asymmetric α-alkylation of aldehydes, thus rendering the process purely organic.

Electron-transfer photoredox catalysis: Development of a tin-free reductive dehalogenation reaction

(Chemical Equation Presented) We report an operationally simple, tin-free reductive dehalogenation system utilizing the well-known visible-light-activated photoredox catalyst Ru(bpy)3Cl2 in combination with iPr2