56741-23-2

Upstream product

• 111-14-8 oenanthic acid 
• 501-52-0 3-Phenylpropionic acid 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 638-45-9 1-Iodohexane 
• 591-50-4 iodobenzene 
• 21964-44-3 non-1-en-3-ol 
• 592-41-6 1-hexene 
• 5396-91-8 1,5-diphenyl-3-pentanone 
• 104-53-0 3-phenyl-propionaldehyde 
• 6975-99-1 6-dodecyne 
• 256379-28-9 N-(3-methyl-2-pyridyl)-N-[(E)-3-phenyl-2-propenyl]amine 
• 104-54-1 3-Phenylpropenol 
• 592-42-7 1,5-Hexadien 

Downstream Products

• 95817-87-1 1-Phenethyl-1-<3-cyclohexyl-propyl>-heptan 

Relevant academic research and scientific papers

A Proton-Responsive Pyridyl(benzamide)-Functionalized NHC Ligand on Ir Complex for Alkylation of Ketones and Secondary Alcohols

A Cp*Ir(III) complex (1) of a newly designed ligand L1 featuring a proton-responsive pyridyl(benzamide) appended on N-heterocyclic carbene (NHC) has been synthesized. The molecular structure of 1 reveals a dearomatized form of the ligand. The protonation of 1 with HBF4 in tetrahydrofuran gives the corresponding aromatized complex [Cp*Ir(L1H)Cl]BF4 (2). Both compounds are characterized spectroscopically and by X-ray crystallography. The protonation of 1 with acid is examined by 1H NMR and UV-vis spectra. The proton-responsive character of 1 is exploited for catalyzing α-alkylation of ketones and β-alkylation of secondary alcohols using primary alcohols as alkylating agents through hydrogen-borrowing methodology. Compound 1 is an effective catalyst for these reactions and exhibits a superior activity in comparison to a structurally similar iridium complex [Cp*Ir(L2)Cl]PF6 (3) lacking a proton-responsive pendant amide moiety. The catalytic alkylation is characterized by a wide substrate scope, low catalyst and base loadings, and a short reaction time. The catalytic efficacy of 1 is also demonstrated for the syntheses of quinoline and lactone derivatives via acceptorless dehydrogenation, and selective alkylation of two steroids, pregnenolone and testosterone. Detailed mechanistic investigations and DFT calculations substantiate the role of the proton-responsive ligand in the hydrogen-borrowing process.

Selective Ketone Formations via Cobalt-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols

A homogeneous cobalt-catalyzed β-alkylation of secondary alcohols with primary alcohols to selectively synthesize ketones via acceptorless dehydrogenative coupling is reported for the first time. Notably, this transformation is environmentally benign and atom economical with water and hydrogen gas as the only byproducts.

Solvent-free direct α-alkylation of ketones by alcohols catalyzed by nickel supported on silica-alumina

The α-alkylation of acetophenone with benzyl alcohol through borrowing hydrogen has been studied using nickel catalysis. Ni/SiO2-Al2O3 was found to be the best catalyst for this transformation and the corresponding alkylated acetophenone was obtained with 93% isolated yield. Following the objectives of clean and sustainable chemistry, the reaction occurs under solvent-free conditions and requires only a catalytic amount of base. This protocol was next applied to a wide range of ketones and alcohols and the desired products were isolated with 18-86% yields (26 examples). The recovery and recyclability of the nickel catalyst was also investigated and it was found to be active over 5 runs without significant loss of activity. Surprisingly, the active catalyst appears to include an amorphous nickel hydroxide layer.

Ruthenium phosphine-pyridone catalyzed cross-coupling of alcohols to form α-alkylated ketones

An efficient and green route to access diverse functionalized ketones via dehydrogenative-dehydrative cross-coupling of primary and secondary alcohols is demonstrated. Selective and tunable formation of ketones or alcohols is catalyzed by a recently developed proton responsive ruthenium phosphine-pyridone complex. Light alcohols such as ethanol could be used as alkylating agents in this methodology. Moreover, selective tandem double alkylation of isopropanol is achieved by sequential addition of different alcohols.

Synthetic method of aryl ketone compound

The invention relates to a synthetic method of an aryl ketone compound which can be used as a medicine intermediate and is as shown in the following formula (III) (as shown in the description). The method comprises the following steps of in an organic solvent, in the presence of a catalyst, an oxidizing agent, an organic ligand, alkali and an activator, enabling a compound in the following formula (I) and a compound in a formula (II) to be subjected to a reaction, after the reaction is finished, performing post-treatment so as to obtain the compound in the formula (III), (as shown in the description), wherein R1 is selected from H, C1-C6 alkyl or C1-C6 alkoxy, R2 is C1-C6 alkyl, and X is halogen. According to the method, a novel reaction material and a novel catalytic system are adopted, a plurality of characteristics are in comprehensive coordination, so that high-efficient preparation of the aryl ketone compound is realized, the sources of materials are developed, the yield of products is increased, and the method has broad industrial prospects.

Synthetic method of medical intermediate diaryl ketone compound

The invention relates to a synthetic method of a diaryl ketone compound which can be used as a medical intermediate and is as shown in the formula (III). The method comprises the following steps: in an organic solvent and in the presence of a catalyst, an oxidizing agent, an organic ligand and alkali, a compound as shown in the formula (I) and a compound as shown in the formula (II) react; and after the reaction, the reaction product undergoes postprocessing so as to obtain the compound as shown in the formula (III). In the formula (III), R1 is selected from H, C1-C6 alkyl group or C1-C6 alkoxy group; R2 is selected from C1-C6 alkyl group or unsubstituted or phenyl group bearing substituent group, wherein the substituent group is C1-C6 alkyl group or halogen; and X is halogen. According to the method, novel reaction materials and catalytic system are adopted. Through integrated collaboration of multiple characteristics, efficient preparation of the diaryl ketone compound is realized. Sources of materials are widened, and yield of the product is raised. The synthetic method has a wide industrial prospect.

Acceptorless dehydrogenation and dehydrogenative coupling of alcohols catalysed by protic NHC ruthenium complexes

A new family of protic NHC Ru complexes ligated with a phosphine-tethered imidazole moiety were prepared, which can act as excellent catalysts for acceptorless dehydrogenation of secondary alcohols and dehydrogenative coupling of primary and secondary alcohols, thus leading to the formation of a variety of carbonyl compounds with release of H2.

Direct α-alkylation of ketones with primary alcohols catalyzed by iridium-CNP complex

The α-alkylation of ketones with primary alcohols was realized by CC cross-coupling with iridium-CNP complexes as catalyst. This reaction proceeds via dehydrogenation reactions, aldol condensation, and hydrogenation using the borrowed hydrogen atoms from alcohols. The pyridyl methanols and other heterocyclic substituted methanols, especially alkyl alcohols, were also suitable for this transformation.

Catalyst-free dehydrative α-alkylation of ketones with alcohols: Green and selective autocatalyzed synthesis of alcohols and ketones

Direct dehydrative α-alkylation reactions of ketones with alcohols are now realized under simple, practical, and green conditions without using external catalysts. These catalyst-free autocatalyzed alkylation methods can efficiently afford useful alkylated ketone or alcohol products in a one-pot manner and on a large scale by Ci￡C bond formation of the in situ generated intermediates with subsequent controllable and selective Meerwein-Pondorf-Verley-Oppenauer-type redox processes. Plain and simple: The title reaction has been realized under simple and practical conditions without using external catalysts, and can afford alkylated ketone or alcohol products in a one-pot manner and on a large scale. The reaction proceeds by Ci￡C bond formation of the in situ generated intermediates with subsequent controllable and selective Meerwein-Pondorf-Verley-Oppenauer-type redox processes. Copyright

Transition Metal Cluster Catalyst

The present invention provides a catalyst, which has enough catalytic activity as a transition metal particle catalyst including platinum family and the like, is easily separable from products, is reusable and is easily prepared. To prepare the transition metal cluster catalyst of the present invention, an insoluble complex is prepared by forming a complex between a polymer with nitrogen-containing group, such as pyridinium and ammonium group in the principal chain, and a later transition metal compound; and then reducing the complex with a reductant. The transition metal forms clusters, which are stabilized by the polymers. Namely, the present invention is a transition metal cluster catalyst, wherein transition metal clusters are supported by a polymer, which is obtained by reduction reaction of a complex of a transition metal and a polymer with nitrogen-containing group. The transition metal cluster catalyst of the present invention is an extremely useful catalyst for oxidation, reduction, cross-coupling, Heck reaction, alkylation reaction and the like.