119341-75-2

Upstream product

• 917-64-6 methyl magnesium iodide 
• 33646-40-1 4-methoxymandelonitrile 
• 60-29-7 diethyl ether 
• 110972-63-9 4-methoxy-mandelimidic acid ethyl ester 
• 21165-16-2 2-hydroxy-2-(4-methoxyphenyl)acetamide 
• 101718-50-7 p-methoxy-(N-methyl benzylamino)-propiophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 75-16-1 methylmagnesium bromide 
• 15482-28-7 2-hydroxy-1-(4-methoxyphenyl)-propan-1-one 
• 51410-48-1 1-(4-methoxy-phenyl)-propane-1,2-diol 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 75-07-0 acetaldehyde 
• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 122-84-9 4-methoxybenzyl methyl ketone 

Downstream Products

• 100369-95-7 2-(4-methoxy-phenyl)-3-methyl-morpholine 
• 15482-28-7 2-hydroxy-1-(4-methoxyphenyl)-propan-1-one 
• 100262-73-5 2-<4-Methoxy-phenyl>-3-methyl-4-<1-phenyl-propyl-(2)-amino>-morpholin 
• 93138-93-3 2-(4-methoxy-phenyl)-3-methyl-morpholin-4-ylamine 
• 96059-17-5 [2-(4-methoxy-cyclohexyl)-3-methyl-morpholin-4-yl]-(1-methyl-2-phenyl-ethyl)-amine 

Relevant academic research and scientific papers

Effect of water on the functionalization of substituted anisoles with iodine in the presence of F-TEDA-BF4 or hydrogen peroxide

Water was found to be a convenient reaction medium for functionalization of substituted anisoles using iodine in the presence of Selectfluor F-TEDA-BF 4 or hydrogen peroxide as mediators and oxidizers. Two types of functionalization were observ

Asymmetric dihydroxylation of allenes

We have used asymmetric dihydroxylation (AD) of allenes in order to synthesize chiral α-hydroxy ketones. This methodology has been applied to several aryl-substituted allenes. We have found that electron donating groups on the aromatic ring increase the efficiency of the reaction.

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.

Asymmetric synthesis of (: S)-phenylacetylcarbinol-closing a gap in C-C bond formation

(S)-Phenylacetylcarbinol [(S)-PAC] and its derivatives are valuable intermediates for the synthesis of various active pharmaceutical ingredients (APIs), but their selective synthesis is challenging. As no highly selective enzymes or chemical catalysts were available, we used semi-rational enzyme engineering to tailor a potent biocatalyst to be >97% stereoselective for the synthesis of (S)-PAC. By optimizing the reaction and process used, industrially relevant product concentrations of >48 g L-1 (up to 320 mM) were achieved. In addition, the best enzyme variant gave access to a broad range of ring-substituted (S)-PAC derivatives with high stereoselectivity, especially for meta-substituted products.

PPh3·HBr-DMSO: A Reagent System for Diverse Chemoselective Transformations

The broad applicability of the hitherto unexplored reagent combination PPh3·HBr-DMSO is exemplified with multiple highly diverse one-step transformations to synthetically useful building blocks, such as flavones, 4H-thiochromen-4-ones, α-hydroxy ketones, 1,4-naphthoquinones (including vitamin K3), 2-bromo-3-substituted-1H-1-indenones, 2-methylthio-1H-1-indenones, 3-butyne-1,2-dione, and 4-pentene-2,3-diones. The simple and mild reaction conditions make the reagent superior in terms of yield and substrate scope in comparison with the existing alternatives.

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.

Biocatalytic route to chiral acyloins: P450-catalyzed regio- and enantioselective α-hydroxylation of ketones

P450-BM3 and mutants of this monooxygenase generated by directed evolution are excellent catalysts for the oxidative α-hydroxylation of ketones with formation of chiral acyloins with high regioselectivity (up to 99%) and enantioselectivity (up to 99% ee). This constitutes a new route to a class of chiral compounds that are useful intermediates in the synthesis of many kinds of biologically active compounds.

Gold- and silver-catalyzed reactions of propargylic alcohols in the presence of protic additives

A wide range of primary, secondary and tertiary propargylic alcohols undergo a Meyer-Schuster rearrangement to give enones at room temperature in the presence of a gold(I) catalyst and small quantities of MeOH or 4-methoxyphenylboronic acid. The syntheses of the enone natural products isoegomaketone and daphenone were achieved using this reaction as the key step. The rearrangement of primary propargylic alcohols can readily be combined in a one-pot procedure with the addition of a nucleophile to the resulting terminal enone, to give β-aryl, β-alkoxy, β-amino or β-sulfido ketones. Propargylic alcohols bearing an adjacent electron-rich aryl group can also undergo silver-catalyzed substitution of the alcohol with oxygen, nitrogen and carbon nucleophiles. This latter reaction was initially observed with a batch of gold catalyst that was probably contaminated with small quantities of silver salt.

Switching regioselectivity in crossed acyloin condensations between aromatic aldehydes and acetaldehyde by altering n -heterocyclic carbene catalysts

An unprecedented high level of regioselectivities (up to 96%) in the intermolecular crossed acyloin condensations of various aromatic aldehydes with acetaldehyde was realized by an appropriate choice of N-heterocyclic carbene catalysts.(Figure Presented)

Aerobic oxidative iodination of ketones catalysed by sodium nitrite "on water" or in a micelle-based aqueous system

Selective and efficient aerobic oxidative iodination of ketones in aqueous media was achieved by using molecular iodine as the source of iodine atoms, air as the terminal oxidant, sodium nitrite (NaNO2) as the catalyst and H2SO4