10254-13-4

Upstream product

• 4545-20-4 benzophenone tosylhydrazone 
• 619-55-6 para-methylbenzamide 
• 99-94-5 p-Toluic acid 
• 91-00-9 Benzhydrylamine 
• 2318-82-3 N-hydroxy-4-methylbenzamide 
• 781-35-1 1,1-diphenylacetone 
• 108-86-1 bromobenzene 
• 103-79-7 1-phenyl-acetone 
• 91-01-0 1,1-Diphenylmethanol 
• 574-42-5 benzhydryl ether 
• 101-81-5 Diphenylmethane 
• 104-85-8 para-methylbenzonitrile 
• 100-52-7 benzaldehyde 
• 119-61-9 benzophenone 

Downstream Products

• 104-85-8 para-methylbenzonitrile 
• 54220-19-8 N-(4-methylbenzylidene)-1,1-diphenylmethanimine 

Relevant academic research and scientific papers

Method for synthesizing amide compound by taking nitrile and diaryl methane as raw materials

The invention discloses a method for synthesizing an amide compound by taking nitrile and diaryl methane as raw materials, the method comprises the following steps: taking diaryl methane as a reaction raw material, nitrile as a raw material and a solvent, 2, 3-dichloro-5, 6-dinitrile group-1, 4-benzoquinone (DDQ) and tert-butyl nitrite (TBN) as catalysts, acid as an auxiliary agent and oxygen as an oxidizing agent, reacting under the conditions of normal temperature, normal pressure and blue light irradiation, and after the reaction is finished, carrying out separation treatment to obtain the amide compound. According to the method, the problem of metal residues in the product can be solved, oxygen is used as a terminal oxidizing agent, the method is environmentally friendly, and energy can be saved.

Interweaving Visible-Light and Iron Catalysis for Nitrene Formation and Transformation with Dioxazolones

Herein, visible-light-driven iron-catalyzed nitrene transfer reactions with dioxazolones for intermolecular C(sp3)-N, N=S, and N=P bond formation are described. These reactions occur with exogenous-ligand-free process and feature satisfactory to excellent yields (up to 99 %), an ample substrate scope (109 examples) under mild reaction conditions. In contrast to intramolecular C?H amidations strategies, an intermolecular regioselective C?H amidation via visible-light-induced nitrene transfer reactions is devised. Mechanistic studies indicate that the reaction proceeds via a radical pathway. Computational studies show that the decarboxylation of dioxazolone depends on the conversion of ground sextet state dioxazolone-bounding iron species to quartet spin state via visible-light irradiation.

Preparation method of photocatalytic N-alkylamide compound

The invention belongs to the technical field of organic synthesis, and provides a preparation method of an N-alkylamide compound. According to the method, a dioxazolone compound and an alkane derivative are used as raw materials, a manganese catalyst and an additive react for 12-24 hours in an organic solvent under a mild condition under photocatalysis, and the product is converted into an N-alkylamide compound. The method has the beneficial effects that the raw materials are cheap and easy to obtain, the conditions are mild, the method is environment-friendly, the possibility of industrialization is realized, and the yield of the N-alkylamide compound is high; the N-alkylamide compound can be further functionalized to obtain various compounds, and is applied to development and research of natural products, functional materials and fine chemicals.

Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Iridium and Chiral Thiourea Sequential Catalysis

The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.

Chemoselective formation of C–N bond in wet acetonitrile using amberlyst-15(H) as a recyclable catalyst

An economically efficient and environmentally benign protocol for the chemoselective one-pot synthesis of diversely N-substituted amides has been developed in good yield through the reaction of benzylic secondary alcohols as well as aliphatic tertiary alcohols and alkyl/aryl nitriles. Commercially available Amberlyst-15(H) has been utilized at 80 °C as an air-stable and reusable heterogeneous inexpensive solid acid catalyst without any anhydrous and inert environment. The attractive features of the present synthetic protocol are mild reaction conditions, short reaction time, excellent chemoselectivity, high atom economy and tolerance of various sensitive moieties.

Benzyl C–O and C–N Bond Construction via C–C Bond Dissociation of Oxime Ester under Visible Light Irradiation

A photoredox benzyl activation was developed via formidable C(sp3)–C(sp3) bond dissociation of 1-aryl acetone oxime esters, which were easily prepared from benzyl ketones. Further coupling with O- and N- nucleophiles successfully forged important benzyl ether and amines derivatives in one pot. In this process, different substitutions on oxime esters were found compatible and various primary and secondary alcohols and amines, as well as amides showed good performance as nucleophiles. Mechanistic studies by control experiments, electrochemical measurements and in-situ NMR spectra proposed a N–O bond interruption/C–C bond fragmentation/oxidation sequence to provide the key cation intermediate for the next electrophilic SN process. The features of mild condition, short reaction time and broad substrate scope made this new strategy much promising in the transformation of benzyl compounds, which might be valuable in last-stage functionalizations.

Innovative approach for the synthesis of N-substituted amides from nitriles and alcohols using propylphosphonic anhydride (T3P) under solvent-free conditions

Novel and convenient methodology for the construction of N-substituted amide derivatives have been developed from nitriles and alcohols using propylphosphonic anhydride (T3P). This methodology is an alternate approach to the synthesis of amides via Ritter reaction, which is one of the classical methods for the synthesis of N-substituted amides from nitriles and alcohols. In this approach, first T3P activates the alcohol which is then attacked by nitrile to form N-substituted amides. This methodology can also apply for the synthesis of benzhydryl ether. This developed protocol is one of the novel applications of T3P.

Reaction Route and Mechanism of the Direct N-Alkylation of Sulfonamides on Acidic Mesoporous Zeolite β-Catalyst

Development of highly active heterogeneous catalysts with strong acidity and mesoporous structure is a highly attractive strategy for organic synthesis. In this study, a mesoporous zeolite beta (HBeta-M) with bulky particle size and strong acidity was synthesized and used in the direct N-alkylation of sulfonamides with alcohols. The strongly acidic HBeta-M had a higher intrinsic activity with initial turnover frequency of 11 × 10-2 s-1 than those of H-form mordenite nanosheets (3.3 × 10-2 s-1) and montmorillonite (4.0 × 10-2 s-1) catalysts. The experiment and characterization results demonstrate that there are two parallel reaction routes on the acidic catalysts. One route is the reaction of benzhydrol with p-toluenesulfonamide (route I). Another route is the reaction of dibenzhydryl ether, arising from route I, with p-toluenesulfonamide (route II), which is found in this work. The reaction rate of route I (13 × 10-3 mol kg-1 s-1) was higher than that of route II (9.8 × 10-3 mol kg-1 s-1) on HBeta-M, but route II predominantly contributed to the formation of the target product with high selectivity. Hereby, a complete reaction mechanism is proposed in this work.

Air-stable Bis(pentamethylcyclopentadienyl) Zirconium Perfluorooctanesulfonate as an Efficient and Recyclable Catalyst for the Synthesis of N-substituted Amides

Bis(pentamethylcyclopentadienyl) zirconium perfluorooctanesulfonate is an air-stable and water-tolerant Lewis acid. This complex exhibited good thermal stability and high solubility in polar organic solvents. The compound showed relatively strong acidity, with an acid strength of 0.8Ho≤3.3, and high catalytic efficiency for the synthesis of N-substituted amides via the reaction of carboxylic acids with amines, the Ritter reaction of nitriles with alcohols, and the amination of alcohols with amides. Moreover, the complex had good reusability. This catalytic system affords a simple and efficient way to synthesize N-substituted amides.

Manganese(III) acetate catalyzed oxidative amination of benzylic C(sp3)-H bonds with nitriles

Mn-Catalyzed oxidative amination of benzylic C(sp3)-H bonds with nitriles is disclosed, which enables the synthesis of a broad range of secondary amides in moderate to excellent yields under mild conditions. The interaction between Mn(iii) and DDQ facilitates the oxidation and makes it highly efficient and selective.