39561-82-5

Usage

Synthesis Reference(s)

Synthetic Communications, 6, p. 59, 1976 DOI: 10.1080/00397917608062134

InChI:InChI=1/C10H9ClO3/c1-7(12)14-6-10(13)8-2-4-9(11)5-3-8/h2-5H,6H2,1H3

Upstream product

• 127-08-2 potassium acetate 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 127-09-3 sodium acetate 
• 67-56-1 methanol 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 873-73-4 4-n-chlorophenylacetylene 
• 64-19-7 acetic acid 
• 937-20-2 p-chlorophenacyl chloride 
• 99-91-2 para-chloroacetophenone 
• 108-24-7 acetic anhydride 
• 3240-10-6 (4-chlorophenyl)propiolic acid 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 208118-80-3 1-(4-chlorophenyl)ethenylacetamide 
• 637-87-6 1-Chloro-4-iodobenzene 

Downstream Products

• 1126-46-1 Methyl 4-chlorobenzoate 
• 79-20-9 acetic acid methyl ester 
• 115-10-6 Dimethyl ether 
• 3686-66-6 sodium p-chlorobenzoate 
• 23972-56-7 4-Benzyl-2-(4-chlorphenyl)morpholin 
• 83081-14-5 2-(4-Chloro-phenyl)-4-methyl-morpholine 

Relevant academic research and scientific papers

Decarboxylative Oxyacyloxylation of Propiolic Acids: Construction of Alkynyl-Containing α-Acyloxy Ketones

Novel decarboxylative oxyacyloxylation of propiolic acids has been developed. This reaction provides an efficient access to alkynyl-containing α-acyloxy ketones from readily available starting materials and exhibits significant functional group tolerance. Furthermore, oxyacyloxylation of terminal alkynes and aliphatic propiolic acids was also developed. A possible reaction mechanism is proposed based on mechanistic studies.

Sulfur-mediated difunctionalization of internal and terminal alkynes for the synthesis of α-acetoxy ketones

The sulfur-mediated difunctionalization of alkynes is reported to give α-acetoxy ketones in a one-pot operation under mild conditions with 19–92% yield. By using wet potassium acetate as both the aqueous base and nucleophilic reagent, both terminal alkynes and internal alkynes could be converted into the α-acetoxy ketone products.

Oxidative α-Acetoxylation of a β-Oxime Ester with (Diacetoxyiodo)benzene Catalyzed by ScIII Salts: An Approach to the Docetaxel Side Chain

Hypervalent iodine(III) compounds have emerged as reagents of choice for α-oxidation of various ketones under mild reaction conditions. We report herein a simple method for α-hydroxylation of a β-oxime ester, which involves an oxidative α-acetoxylation us

PhI(OAc)2-promoted umpolung acetoxylation of enamides for the synthesis of α-acetoxy ketones

Umpolung is a fundamental concept in organic chemistry, which provides an alternative strategy for the synthesis of target compounds which were not easily accessible by conventional methods. Herein, a mild and efficient PhI(OAc)2-promoted umpolung acetoxylation reactions of enamides was developed for the synthesis of α-acetoxy ketones. The reaction tolerates a wide range of functional groups and affords α-acetoxy ketones in good to excellent yields. PhI(OAc)2 serves as a source of acetoxy in the reaction.

Novel and efficient transformation of enamides into α-acyloxy ketones via an acyl intramolecular migration process

Hydrogen peroxide and anhydride mediated transformation of enamides to afford substituted α-acyloxy ketones is described. This transition-metal-free cascade reaction has a broad substrate scope and high efficiency. The acyl intramolecular migration procedure successfully achieved this acyloxylation process under mild conditions and increased the atom efficiency.

Synthesis of α-hydroxyacetophenones

A general method for the preparation of α-hydroxyacetophenones is presented. Functionalized arylmagnesium species are transmetalated to the corresponding arylzinc intermediates, which undergo Cu(I)-catalyzed reaction with acetoxyacetyl chloride. Acidic hy

Iron-catalyzed ketonization of 2-aryl-1,1-dibromoalkenes with KOAc: Synthesis of α-acetoxy aryl ketones via a Michael-like addition process

A novel and convenient iron-catalyzed ketonization of 2-aryl-1,1- dibromoalkenes with KOAc has been achieved. A series of α-acetoxy aryl ketones were prepared with moderate yields via 2-carbon position functionalization of 2-aryl-1,1-dibromoalkenes.

Biocatalytic reduction of prochiral aromatic ketones to optically pure alcohols by a coupled enzyme system for cofactor regeneration

A simple, highly efficient, and economical biphasic cell-free system was developed for biocatalytic reduction of prochiral aromatic ketones to furnish enantiopure alcohols. This system is characterized by using endogenous enzymes of the cell-free extract to form enzyme-coupled NADPH recycling system. Besides, it offered much higher productivity than whole cells and greatly simplified the preparation process of biocatalysts in comparison with isolated enzymes. Various prochiral aromatic ketones, especially α-substituted acetophenone derivatives, were reduced to chiral alcohols with excellent enantiomeric excess (ee) and moderate to good yield by this cell-free system.

Methods and Compositions for Treatment of Scleritis and Related Disorders

The present teachings relate to the field of anti-inflammatory substances and more particularly to compounds that are useful for the treatment of scleritis, a scleritis symptom, or a scleritis-related disorder. In one aspect, methods of treating scleritis, a scleritis symptom, or a scleritis-related disorder generally include administering to a subject a compound of Formula I: or a pharmaceutically acceptable salt, hydrate or ester thereof, wherein W1, W2, R1, L, X, Y, Z, and n1 are defined as described herein.

An efficient method for the α-acetoxylation of ketones

α-Acetoxylation of ketones catalyzed by iodobenzene using 30% aqueous hydrogen peroxide and acetic anhydride as the oxidant is an effective and economical method for the preparation of a-acetoxy ketones. The reaction gave the products in good yields witho