73408-33-0

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 91-57-6 2-Methylnaphthalene 
• 189008-33-1 2-[2-(4-methylphenyl)ethynyl]benzaldehyde 
• 1415033-48-5 1-(3-(4-methylphenyl)isochromen-1-yl)propan-2-one 

Downstream Products

• 2381-16-0 9-methylbenzo[a]anthracene 
• 408534-50-9 1-p-toluoyl-[2]naphthoic acid 

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.

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.