4919-69-1

Upstream product

• 98-88-4 benzoyl chloride 
• 91-57-6 2-Methylnaphthalene 
• 10008-12-5 2-methyl-1-naphthoyl chloride 
• 71-43-2 benzene 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 67-64-1 acetone 
• 1415033-46-3 1-(3-phenylisochromen-1-yl)propan-2-one 
• 1575-96-8 2-methyl-1-naphthoic acid 
• 85-44-9 phthalic anhydride 
• 65-85-0 benzoic acid 
• 38119-04-9 2-(2-methyl-[1]naphthoyl)-benzoic acid 

Downstream Products

• 56-55-3 benz[a]anthracene 
• 24018-44-8 1-benzoylnaphthaline-2-carboxylic acid 
• 858853-11-9 3-benzoyl-4-methyl-phthalic acid 
• 65-85-0 benzoic acid 
• 134390-06-0 C-[(2-Methylaminomethyl-naphthalen-1-yl)-phenyl]-methylamine 
• 690985-43-4 11-phenyl-9-aza-cyclopenta[b]phenanthrene-8,10-dione 
• 114468-92-7 4-phenyl-2,3-phenantrenedicarboxylic acid anhydride 
• 134390-09-3 3,4-dihydro-3-methyl-1-phenylbenzophthalazine 

Relevant academic research and scientific papers

Preparation method of o-alkynyl phenyl cyclobutanone and preparation method of naphthalenone

The invention provides a preparation method of o-alkynyl phenyl cyclobutanone and a preparation method of naphthalenone, and belongs to the technical field of compound synthesis. The method comprises the following steps: under the action of a palladium catalyst, a ligand and alkali, reacting o-bromophenyl cyclobutanone of a formula 1 structure with terminal alkyne of a formula 2 structure in a solvent at 80-100 DEG C for 12-24 hours, and separating and purifying a product after the reaction is finished to obtain the o-alkynyl phenyl cyclobutanone of a formula I structure. The invention also provides the preparation method of naphthalenone. The method is simple, raw materials are easy to obtain, and the prepared product is high in yield.

Catalytic c-c cleavage/alkyne-carbonyl metathesis sequence of cyclobutanones

A ring-opening/alkyne-carbonyl metathesis sequence of alkyne-tethered cyclobutanones catalyzed by AgSbF6 is realized for the first time to furnish multisubstituted naphthyl ketones under mild conditions. A range of substrates decorated with various substituents at different positions were all well accommodated. Preliminary mechanistic studies show that silver salt acted as a Lewis acid to facilitate both C-C cleavage of the cyclobutanone moiety and the subsequent metathesis between C═O and CC bonds.

NHC Bronsted base-catalyzed transformations of isochromene derivatives: Regulation of products by the structures of carbene catalysts

Two different transformations of α-(isochromen-1-yl)ketones catalyzed by NHC Bronsted bases are reported. In the presence of a triazole carbene, α-(isochromen-1-yl)ketones isomerized into β-(2-(aroylmethylene) phenyl)-α,β-unsaturated ketones in 38-88% yields, while the same reaction catalyzed by an imidazole carbene produced 1-aroylnaphthalene derivatives in 90-99% yields. This work not only provides a new method for the synthesis of a novel type of α,β-unsaturated ketone and multi-substituted naphthalene derivatives, but also advances the application of NHC catalysts in the field of Bronsted base-catalysis.

Tf2O as a rapid and efficient promoter for the dehydrative Friedel-Crafts acylation of aromatic compounds with carboxylic acids

The Friedel-Crafts acylation of aromatic compounds with carboxylic acids was investigated in the presence of Tf2O. The reaction was carried out efficiently and very rapidly under mild reaction conditions without the need of any catalyst.

Gold-catalyzed cyclo-isomerization of 1,6-diyne-4-en-3-ols to form naphthyl ketone derivatives

We report a new efficient gold-catalyzed cyclization of 1,6-diyne-4-en-3-ols to give naphthyl ketone derivatives under ambient conditions. The value of this cyclization is reflected by its applicability to a wide range of alcohol substrates. The Royal Society of Chemistry.

Lewis acid-catalyzed [4 + 2] benzannulation between enynal units and enols or enol ethers: Novel synthetic tools for polysubstituted aromatic compounds including indole and benzofuran derivatives

The reaction of enynals 1, including o-(alkynyl)benzaldehydes, and carbonyl compounds 2, such as aldehydes and ketones, in the presence of a catalytic amount of AuBr3 in 1,4-dioxane at 100 °C gave the functionalized aromatic compounds 3 in high yields. Similarly, the AuBr3-catalyzed reactions of 1 with acetal compounds 5 afforded the corresponding aromatic compounds 3 in good yields. On the other hand, when the reaction was carried out in the presence of a catalytic amount of Cu(NTf2)2 and 1 equiv of H2O in (CH2Cl)2 at 100 °C, the decarbonylated naphthalene products 4 were obtained selectively over 3. Benzofused heteroaromatic compounds, such as indole derivatives 13 and benzofuran derivatives 15, were also synthesized by using the present benzannulation methodology.

Phthalocyanines and related compounds: XXXIX. Synthesis of derivatives of some substituted 1-phenylnaphthalene-2,3-dicarboxylic acids

Derivatives (dinitriles, anhydrides, imides, N-phenylimides) of substituted 1-phenylnaphthalene-2,3-dicarboxylic and 1-phenylphenanthrene-2,3-dicarboxylic acids were prepared by the reactions of 2-bromomethylbenzophenones with various dienophiles. Starting from these derivatives, gallium complexes of substituted tetra-1-phenyl-2,3-naphthalocyanines and tetra(1-phenyl-2,3-phenanthro) porphyrazine were synthesized. 2005 Pleiades Publishing, Inc.

Acylation of naphthalenes and anthracene on sulfated zirconia

Sulfated zirconia (SZ) exhibits a high catalytic performance in the benzoylation of 1-methoxynaphthalene. Therefore, it was used as heterogeneous catalyst in the acylation of methoxynaphthalenes, methylnaphthalenes, naphthalene, and anthracene with benzoic anhydride, benzoyl chloride, and acetic anhydride to synthesize aromatic ketones. The rate of product formation on SZ was dependent on the respective aromatic, on the solvent used, and on the ratio of aromatic to acylating agent.

Acylation of aromatic compounds using moisture insensitive InCl3 impregnated mesoporous Si-MCM-41 catalyst

Acylation of aromatic compounds (benzene, toluene, p-xylene, mesitylene, anisole, naphthalene, methylnaphthalene and methoxynaphthalene) by an acyl chloride (benzoyl chloride, phenylacetyl chloride, propionyl chloride or butyryl chloride) in high yield, in a short reaction period (3 h), even in the presence of moisture in the aromatic substrate or solvent (dichloroethane), can be accomplished at low temperature (80±1°C) using an InCl3 impregnated Si-MCM-41 catalyst in low catalyst concentration.

Acylation of aromatic compounds using moisture insensitive mesoporous Si-MCM-41 supported Ga2O3 catalyst

Mesoporous Si-MCM-41 supported Ga2O3 is a highly active catalyst for the acylation of aromatic compounds with different acyl chlorides. Moreover, this catalyst is not deactivated by water and hence does not require moisture-free reaction conditions.