15482-15-2

Upstream product

• 14289-68-0 2-bromo-2-methyl-1-(4-methylphenyl)-1-propanone 
• 106-38-7 para-bromotoluene 
• 18228-44-9 2-methyl-1-(p-tolyl)propan-1-ol 
• 50390-51-7 4'-methylisobutyrophenone 
• 67-56-1 methanol 
• 868156-48-3 2-bromo-1-(4-(bromomethyl)phenyl)-2-methylpropan-1-one 
• 868156-56-3 1-(4-bromomethyl-phenyl)-2-hydroxy-2-methyl-propan-1-one 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 4294-57-9 para-methylphenylmagnesium bromide 

Relevant academic research and scientific papers

Competitive Desulfonylative Reduction and Oxidation of α-Sulfonylketones Promoted by Photoinduced Electron Transfer with 2-Hydroxyaryl-1,3-dimethylbenzimidazolines under Air

Desulfonylation reactions of α-sulfonylketones promoted by photoinduced electron transfer with 2-hydroxyarylbenzimidazolines (BIH-ArOH) were investigated. Under aerobic conditions, photoexcited 2-hydroxynaphthylbenzimidazoline (BIH-NapOH) promotes competitive reduction (forming alkylketones) and oxidation (producing α-hydroxyketones) of sulfonylketones through pathways involving the intermediacy of α-ketoalkyl radicals. The results of an examination of the effects of solvents, radical trapping reagents, substituents of sulfonylketones, and a variety of hydroxyaryl- and aryl-benzimidazolines (BIH-ArOH and BIH-Ar) suggest that the oxidation products are produced by dissociation of α-ketoalkyl radicals from the initially formed solvent-caged radical ion pairs followed by reaction with molecular oxygen. In addition, the observations indicate that the reduction products are generated by proton or hydrogen atom transfer in solvent-caged radical ion pairs derived from benzimidazolines and sulfonylketones. The results also suggest that arylsulfinate anions arising by carbon-sulfur bond cleavage of sulfonylketone radical anions act as reductants in the oxidation pathway to convert initially formed α-hydroperoxyketones to α-hydroxyketones. Finally, density functional theory calculations were performed to explore the structures and properties of radical ions of sulfonylketones as well as BIH-NapOH.

Halogen-bonded iodonium ion catalysis: A route to α-hydroxy ketones: Via domino oxidations of secondary alcohols and aliphatic C-H bonds with high selectivity and control

A domino synthesis of α-hydroxy ketones has been developed from benzylic secondary alcohols employing catalytic iodonium ions stabilized by DMSO. The reaction proceeds through an unprecedented sequential oxidation of alcohols to ketone and its α-hydroxylation in a controlled manner. The spectroscopic evidence establishes the possibility of formation of a stable halogen-bonded adduct between DMSO and iodonium ions.

Α - hydroxy ketone compound low priced high-efficient synthetic method

The invention discloses a cheap and efficient synthesis method of an alpha-hydroxyketone compound. The synthesis method is characterized in that a carbonyl compound undergoes an oxidation hydroxylation reaction at 10-120DEG C under normal pressure with iodine simple substance, N-bromosuccimide, copper bromide, bromine simple substance, hydrogen bromide, N-iodosuccimide or hydrogen iodide as a catalyst, sulfoxide as an oxidant, water or sulfoxide as a hydroxy source and sulfoxide, ethyl acetate, N,N-dimethyl formamide, acetonitrile, toluene, 1,4-dioxane, 1,2-dichloroethane, tetrahydrofuran or H2O as a solvent, and converts into the alpha-hydroxyketone compound in a high selectivity manner. Compared with traditional synthesis methods, the method disclosed in the invention has the advantages of simple operation, high yield, simple conditions, easy purification, small waste discharge amount, simple reaction apparatus, and easy industrial production. The method has wide applicability and can be used for synthesizing various alpha-hydroxyketone compounds.

I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide

An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls is described. The simple and readily available I2 or NBS was used as catalyst. DMSO acts as the oxidant, oxygen source, and solvent. A diverse range of tertiary Csp3-H bonds as well as more challenging secondary Csp3-H bonds could be hydroxylated in this transformation. The reaction is mild, less toxic and easy to perform.

NEW PHOTOINITIATORS

The invention relates to novel photoinitators of formulae (I), (II), (III), (IV), (V) and (VI) wherein R1 and R2 are each independently of the other C1-C8alkyl; C1-C4alkyl substituted by OH, C1-C4alkoxy, -COO(C1-C8alkyl), (C1-C4alkyl)-COO-, -CN, benzyl, phenyl or by -N(R15)(R16); C3-C6alkerlyl, benzyl, -CH2-C6H4-(C1-C4alkyl) or phenyl; or R1 and R2 together are unbrarched or branched C2-C9alkylene or C3-C6-oxa- or -aza-alkylene; R3, R4, R5 and R6 are each independently of the others hydrogen, C1-C8alkyl, C3-C6alkenyl, benzyl, -CH2-C6H4-(C1-C4alkyl) or phenyl; R3 and R4 together and/or R5 and R6 together are unbranched or branched C2-C9alkylene; A is CI, Br, -O-R9, -N(R11)(R12) or -S-R18, A' is -O-, -NH- or -NR11-; A" is CI, Br, -O-R9, -N(R11)(R12) or -S-R18 or hydrogen, X is -O-R10 or -N(R13)(R14), n is an integer from 1 to 10, preferably an integer from 1 to 4, especially 1, 2 or 3; R7 is a linker; R8 is a bivalent C2-C3alkylele radical.

Photosensitive hydroxyalkylphenones

Compounds of the formula STR1 wherein R1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 carbon atoms or alkyl or alkoxy each of up to 18 carbon atoms; R2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 carbon atoms; R3 and R4, which can be the same or different, each is hydrogen or alkyl of up to 6 carbon atoms; R5 is hydrogen or alkyl or alkanoyl each of up to 4 carbon atoms; and R6 is hydrogen or methyl, with the proviso that not all of R1 to R6 simultaneously are hydrogen, are effective photosensitizers, especially for photopolymerization of unsaturated compounds and for hardening of printing dyes.