951-88-2

Upstream product

• 55409-09-1 1,2-dicyclohexyl-2-hydroxy-ethanone 
• 3289-28-9 ethyl cyclohexanecarboxylate 
• 78-54-6 1,2-di(1-hydroxycyclohexyl)acetylene 
• 101271-85-6 2-acetoxy-1-cyclohexyl-2-cyclohexyliden-ethanone 
• 110-82-7 cyclohexane 
• 201230-82-2 carbon monoxide 
• 4630-82-4 methyl cyclohexylcarboxylate 
• 79-37-8 oxalyl dichloride 
• 931-50-0 cyclohexylmagnesium bromide 
• 98-86-2 acetophenone 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 75-05-8 acetonitrile 
• 205439-79-8 2,3-bis(dimethylamino)-1,1,4,4-bis(pentamethylene)buta-1,3-diene 
• 7697-37-2 nitric acid 

Downstream Products

• 2043-61-0 cyclohexanecarbaldehyde 
• 55409-09-1 1,2-dicyclohexyl-2-hydroxy-ethanone 
• 98-89-5 Cyclohexanecarboxylic acid 
• 62371-39-5 1,2-dicyclohexylacetylene 
• 40222-31-9 1.2-Bis-<1-p-toluolsulfonyloxymethyl-cyclohexyl>-aethandion 
• 40222-25-1 1,2-Bis-<1-hydroxymethyl-cyclohexyl>-aethandion 
• 86156-85-6 <1,2-Dicyclohexyl-1,2-ethendiyl>-dibenzoat 
• 113251-50-6 4,5-dicyclohexyl-2-methyl-1H-imidazole 

Relevant academic research and scientific papers

Synthetic method for 1,2-diketone

The invention relates to the field of novel materials of fine chemicals, and especially relates to a novel technology for preparing 1,2-diketone compounds by using acyl halides which are simple and easy to obtain and by performing direct condensation coupling under promotion of a metal. Corresponding chemical reaction equations are shown in the description.

The extraordinary reactions of phenyldimethylsilyllithium with N,N-disubstituted amides

The reactions of the silyllithium reagent with tertiary amides was discussed. The enediamines were easily isomerized from cis to trans, easily oxidized to dienediamines and were hydrolyzed to α-aminoketones. If the two equivalents of the silyllithium reagent were used, the product was an α-silylamine. The results show that each member of the homologous series of amides gives rise to a substantially different product.

Oxidation of secondary alcohols with phenyltrimethylammonium tribromide in the presence of a catalytic amount of antimony(III) bromide or copper(II) bromide

The oxidation of alcohols was carried out with phenyltrimethylammonium tribromide in the presence of a catalytic amount of SbBr3 or CuBr2. 1,2-Diols, such as hydrobenzoin, were converted into 1,2-diketones or α-ketols without oxidative cleavage of the glycol C-C bond at room temperature. A variety of secondary alcohols were also oxidized to the corresponding carbonyl compounds in a chemoselective manner.

Aerobic oxidation of α-hydroxycarbonyls catalysed by trichlorooxyvanadium: Efficient synthesis of α-dicarbonyl compounds

α-Hydroxycarbonyls were efficiently oxidized into α-dicarbonyls using a catalytic amount of trichlorooxyvanadium under an oxygen atmosphere.

The reductive coupling of tertiary amides to give enediamines using PhMe2SiLi

PhMe2SiLi reacts with tertiary amides to give enediamines, which can be isolated in good yield when the α-carbon is branched; the enediamines can be hydrolysed more or less easily to α-amino ketones, isomerised from Z to E, oxidised to dienedia

Preparation and reactions of samarium diiodide in nitriles

Samarium diiodide can be prepared from samarium metal in various nitriles. Because of its chemical inertness pivalonitrile is the most suitable solvent. Organic reactions mediated by SmI2 are slower than in THF, but selectivities are often improved. Reactions are greatly accelerated by addition of catalytic amounts of some transition metal salts.

A Direct Access to α-Diones from Oxalyl Chloride

Cross-coupling reactions of oxalyl chloride with organocopper reagents, derived from Grignard reagents, cuprous bromide, and lithium bromide, provide a simple and straightforward method for the synthesis of symmetrical α-diones in very good yields.

Cathodic coupling of aliphatic esters. Useful reaction for the synthesis of 1,2-diketone and acyloin

It has been found in this study that electroreduction of aliphatic ester (1) with Mg electrode leads to the formation of the corresponding 1,2-diketone under aprotic conditions, whereas bis(trimethylsilyloxy)alkene is afforded through acyloin condensation when the reduction is carried out in the presence of chlorotrimethylsilane.

Alkane carbonylation photocatalyzed by aromatic ketones under high CO pressure

Aromatic ketones photocatalyze the carbonylation of alkanes to the corresponding aldehydes at room temperature under high CO pressures (20 - 80 atm). In the presence of CCl4, cyclohexanecarbonylchloride is formed from cyclohexane; this reaction was used to determine the rate of addition of cyclohexyl radical to CO.

Synthesis of α-Ketols Mediated by Divalent Samarium Compounds

Coupling reactions of acid chlorides are mediated by SmI2 and SmCp2, leading to α-ketols 3.Condensation reactions of acid chlorides on aldehydes similarly product α-ketols 5; with ketones, best results are obtained with use of SmI2.Reactivities of SmI2 and SmCp2 are compared and mechanisms of the reactions discussed.Formation of an acylsamarium species is shown.