90919-32-7

Upstream product

• 877-37-2 2-bromo-1-(4-chlorophenyl)-1-propanone 
• 124-41-4 sodium methylate 
• 126918-29-4 2-chloro-1-(4-chlorophenyl)propan-1-one 
• 33695-59-9 2-methoxy-propanenitrile 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 67-56-1 methanol 
• 1026945-81-2 4-Nitro-benzenesulfonic acid 2-(4-chloro-phenyl)-1-methyl-2-oxo-ethyl ester 
• 6285-05-8 4'-chloropropiophenone 
• 108-90-7 chlorobenzene 
• 83022-49-5 2-Hydroxy-1,1-dimethoxy-1-(4-chlor-phenyl)-propan 

Downstream Products

• 49656-24-8 1-(4-chlorophenyl)-2-hydroxypropan-1-one 
• 169295-49-2 α-acetoxy-p-chloropropiophenone 
• 151716-73-3 (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one 

Relevant academic research and scientific papers

Intermolecular C-O Bond Formation with Alkoxyl Radicals: Photoredox-Catalyzed α-Alkoxylation of Carbonyl Compounds

Due to the high reactivity of alkoxyl (RO·) radicals and their propensity to easily undergo β-scission or Hydrogen Atom Transfer (HAT) reactions, intermolecular alkoxylations involving RO· radicals are barely described. We report herein for the first time the efficient intermolecular trapping of alkoxyl radicals by silyl enol ethers. This photoredox-mediated protocol enables the introduction of both structurally simple and more complex alkoxy groups into a wide range of ketones and amides.

Sodium iodide-catalyzed direct α-alkoxylation of ketones with alcohols via oxidation of α-iodo ketone intermediates

The direct α-alkoxylation of ketones with alcohols via a sodium iodide-catalyzed oxidative cross-coupling has been developed. This protocol enables a range of alkyl aryl ketones to cross couple with an array of alcohols in synthetically useful yields. The mechanistic studies provided solid evidence supporting that an α-iodo ketone was a key reaction intermediate, being converted into an α-alkoxylated ketone via further oxidation to a hypervalent iodine species rather than a common nucleophilic substitution, and was generated from the ketone starting material via a radical intermediate. These new mechanism insights should have an effect on the design of iodide-catalyzed oxidative cross-coupling reactions between nucleophiles.

A facile synthesis of secondary α-alkoxy or α-acetoxy aromatic ketones

The treatment of HNIB with aromatic ketones and subsequent solvolysis using alcohol or acetic acid in one-pot system makes it possible to give corresponding secondary α-alkoxy or α-acetoxy ketones in high yields.

Photochemical Rearrangement of α-Chloro-Propiophenones to α-Arylpropanoic Acids: Studies on Chirality Transfer and Synthesis of (S)-(+)-Ibuprofen and (S)-(+)-Ketoprofen

A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.

Enzymes in Organic Synthesis: Lipase Catalyzed Resolution of Secondary α-Ketoalcohols

Resolution of several α-ketoalcohols of synthetic value using lipase as a catalyst is described.