17498-07-6

Upstream product

• 119-61-9 benzophenone 
• 20515-40-6 ammonium formate-d₁ 
• 14629-59-5 diphenylmethyl trimethylsilyl ether 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 26138-28-3 phenylytterbium iodide 
• 94-41-7 benzalacetophenone 
• 501-65-5 diphenyl acetylene 
• 1693-74-9 tetrahydrofuran-d8 
• 3592-47-0 Benzaldehyde-d 
• 91-01-0 1,1-Diphenylmethanol 
• 109-99-9 tetrahydrofuran 

Downstream Products

• 85316-19-4 α-deuterio-diphenylmethyl methyl ether 
• 112981-40-5 1-deuteriodiphenylmethyl isonicotinate 
• 112981-29-0 1-deuteriodiphenylmethyl nicotinate 
• 119-61-9 benzophenone 
• 78073-90-2 α-deutero-4-methoxytriphenylmethane 
• 85316-21-8 C₁₅H₁₅⁽²⁾HO 
• 85316-22-9 3,3-Diphenyl-<3-D1>propylbromid 
• 85316-23-0 4,4-Diphenyl-<4-D1>buttersaeure 
• 85316-42-3 4,4-Diphenyl-<1,1,4-D3>butyllithium 
• 85316-24-1 4,4-Diphenyl-<1,1,4-D3>butanol 
• 85316-18-3 4,4-Diphenyl-<1,1,4-D3>butylbromid 
• 112981-47-2 1-methyl-4-(1-deuteriodiphenylmethyloxycarbonyl)pyridinium iodide 
• 112981-34-7 1-methyl-3-(1-deuteriodiphenylmethyloxycarbonyl)pyridinium iodide 
• 40780-62-9 α-deuteriodiphenylmethylbromide 

Relevant academic research and scientific papers

The NiCl2·2H2O-Li-arene combination as reducing system. Part 3. Reduction of carbonyl compounds and imines

The reaction of different carbonyl compounds or their imines with a mixture of nickel(II) chloride dihydrate, an excess of lithium powder and a catalytic amount of naphthalene (16 mol %) or DTBB (8 mol %) in THF at room temperature, leads to the formation of the corresponding alcohols or amines, respectively. The incorporation of deuterium oxide into the nickel salt complex yields the corresponding deuterated products. The process can also be applied to α,β-unsaturated carbonyl compounds leading either to the hydrogenation of only the carbon-carbon double bond or the full hydrogenation, depending on the amount of the nickel salt and/or reaction times.

Extreme thermal stability of disodium 9-fluorenone dianion as a practical indicator for the preparation of absolute THF

The fact that the lifetime of the disodium 9-fluorenone dianion is longer than that of the corresponding benzophenone dianion in refluxing THF for more than several months, which was proved by their 1H NMR analyses and also by the isolated yields of their oxidation products (parent ketones), strongly suggests using 9-fluorenone as an excellent indicator for the preparation of absolute THF.

Site-selective D2O-mediated deuteration of diaryl alcoholsviaquantum dots photocatalysis

Owing to the high synthetic value of deuteration in the pharmaceutical industry, we describe herein the conversion of a range of aromatic ketones to deuterium-labeled products in good to excellent yields. Efficient and site-selective deuteration of benzyl alcohols by D2O with visible light irradiation of quantum dots (QDs), together with gram-scale synthesis and photocatalyst recycling experiments indicated the potential of the developed method in practical organic synthesis.

Light-driven MPV-type reduction of aryl ketones/aldehydes to alcohols with isopropanol under mild conditions

Alcohols are versatile structural motifs of pharmaceuticals, agrochemicals and fine chemicals. With respect to green chemistry, the development of more sustainable and cost-efficient processes for converting ketones/aldehydes to alcohols is highly desired. Herein, a direct light-driven strategy for reducing ketones/aldehydes to alcohols using isopropanol as the reducing agent and solvent, in the presence of t-BuOLi, under an air atmosphere at room temperature is developed. This operationally simple light-promoted Meerwein-Ponndorf-Verley (MPV) type reduction can be used to produce various benzylic alcohol derivatives as well as applied to bioactive molecules and PEEK model compounds, demonstrating its application potential.

Tunable System for Electrochemical Reduction of Ketones and Phthalimides

Herein, we report an efficient, tunable system for electrochemical reduction of ketones and phthalimides at room temperature without the need for stoichiometric external reductants. By utilizing NaN3 as the electrolyte and graphite felt as both the cathode and the anode, we were able to selectively reduce the carbonyl groups of the substrates to alcohols, pinacols, or methylene groups by judiciously choosing the solvent and an acidic additive. The reaction conditions were compatible with a diverse array of functional groups, and phthalimides could undergo one-pot reductive cyclization to afford products with indolizidine scaffolds. Mechanistic studies showed that the reactions involved electron, proton, and hydrogen atom transfers. Importantly, an N3/HN3 cycle operated as a hydrogen atom shuttle, which was critical for reduction of the carbonyl groups to methylene groups.

Practical Method for Reductive Deuteration of Ketones with Magnesium and D2O

α-Deuterated alcohols have important applications in pharmaceuticals and mechanism studies. Here, we report a new and practical strategy for the reductive deuteration of ketones using a Mg/BrCH2CH2Br/D2O system, which affords α-deuterated alcohols in good yields and with almost quantitative incorporation of deuterium. The synthetic value of this method has been demonstrated by the easy access to deuterated drugs or drug derivatives. This method may inspire the discovery of other deuterium-containing drugs.

Base-Promoted Aerobic Oxidation/Homolytic Aromatic Substitution Cascade toward the Synthesis of Phenanthridines

The current protocol represents a transition metal-free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2-iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C?N bond formation followed by a radical C?C coupling in a cascade sequence. The used base potassium tert-butoxide plays a dual role in dehydrogenation and homolytic aromatic substitution reaction. Using this methodology, twenty substituted phenanthridine derivatives were synthesized with up to 85% isolated yield. (Figure presented.).

Preparation method of deuterated alcohol or amine compound (by machine translation)

The defects and deficiencies existing in the prior art, are overcome. The invention aims to provide a simple method for producing deuterated alcohols or deuterated amine compounds. The method takes heavy water as a deuterium source, takes ketone or imine

Kinetic studies on tetrabutylammonium bromochromate oxidation of some mono-and di-substituted benzhydrols

The oxidation of 12 mono- and di-substituted benzhydrols (BH) by tetrabutylammonium bromochromate (TBABC) have been studied in aqueous acetic acid medium. Absence of any effect of added acrylonitrile on the reaction discounts the possibility of a one-electron oxidation, leading to the formation of free radicals. The tetrabutylammonium bromochromate oxidation of 12 mono- and di-substituted benzhydrols complies with the isokinetic relationship and Hammett relationship. The overall mechanism is proposed to involve a cyclic concerted symmetrical transition state leading to the product.

Regioselective deuteration of alcohols in D2O catalysed by homogeneous manganese and iron pincer complexes

We report a convenient and cost-effective protocol for the regioselective deuteration of primary and secondary alcohols using Earth abundant homogeneous first row transition metal pincer catalysts. D2O is utilized as both a deuterium source and a solvent, allowing for a benign inexpensive process. Depending on the metal selected (Mn or Fe), a high degree of deuterium incorporation was observed selectively either at the α and β position (Mn) or exclusively at the α position (Fe), for primary alcohols. This simple, efficient, and cost-effective protocol for alcohol C-H bond deuteration constitutes a powerful tool for the large scale synthesis of deuterated molecules.