21009-99-4

Upstream product

• 90-15-3 α-naphthol 
• 65-85-0 benzoic acid 
• 128402-08-4 2-benzoyl-3,4-dihydronaphthalen-1-ol 
• 607-55-6 α-naphthyl benzoate 
• 93-99-2 benzoic acid phenyl ester 
• 509073-87-4 2-(naphthalen-1-yloxy)pyridine 
• 100-51-6 benzyl alcohol 
• 856333-79-4 1-naphthyl 3-phenylprop-2-yn-1-yl ether 
• 100-52-7 benzaldehyde 
• 128753-03-7 1,3-diphenyl-2-(phenyliodaneylidene)propane-1,3-dione 
• 618-32-6 Benzoyl bromide 
• 2216-69-5 1-Methoxynaphthalene 
• 98-88-4 benzoyl chloride 
• 128753-07-1 2-Benzoyl-4-(trimethylsilyl)naphthol-1 

Downstream Products

• 36441-32-4 2-benzyl-1-naphthol 
• 153684-50-5 1-amino-2-benzoylnaphthalene 
• 5154-63-2 4-phenyl-1H-benzo[h]quinazolin-2-one 
• 4786-80-5 2?chloro?4-phenylbenzoquinazoline 
• 32730-13-5 phenyl-3 naphto<1,2-b>furanne 
• 833485-56-6 (2-benzoyl-naphthalen-1-yloxy)-acetic acid ethyl ester 
• 95225-20-0 Phenyl-<1-hydroxy-naphthyl-(2)>-keton-phenylhydrazon 

Relevant academic research and scientific papers

Water-soluble dendrimers as photochemical reaction media: Chemical behavior of singlet and triplet radical pairs inside dendritic reaction cavities

Water-soluble poly(alkyl aryl ether) dendrimers have been explored for their use as hosts of organic substrates in aqueous media. Prototypical photoreactions, namely, photo-Fries reaction of (a) 1-naphthyl benzoate and (b) 1-naphthyl phenyl ester and α-cleavage reaction of (a) dibenzyl ketones and (b) benzoin alkyl ethers, have been examined. We find that a dendritic microenvironment not only restricts the mobility of radical intermediates but also rigidly encapsulates the substrate, intermediates, and products from "leaking" to the bulk environment. Comparative studies of the same photoreactions in micellar media demonstrate that dendritic media offer much better constrainment than the micelles.

Solvent affected facile synthesis of hydroxynaphthyl ketones: Lewis acids promoted Friedel-Crafts and demethylation reaction

Hydroxynaphthyl ketones were obtained with high yields under very mild conditions in the presence of AlCl3 via Friedel-Crafts acylation and demethylation from naphthyl ethers. Several Lewis acids were tested, and AlCl3 was the most efficient catalyst. Copyright Taylor & Francis Group, LLC.

Water-Tolerant ortho-Acylation of Phenols

A metal-free, water-tolerant, and one-pot process for ortho-acylation of phenols promoted by the iodine source/hydrogen peroxide system has been developed. This transformation undergoes ether formation, iodocyclization, C-C bond cleavage, and oxidative hydrolysis in a one-step manner, which is supported by control experiments.

Efficient microwave-assisted direct C-benzoylation of phenols and naphthols with benzoic acid catalyzed by bismuth triflate under solvent-free or ionic liquid conditions

An efficient and simple route for the synthesis of ortho-hydroxyaryl ketones has been developed. The microwave-assisted direct C-benzoylation of phenols and naphthols in the presence of metal triflates afforded the corresponding ortho-hydroxyaryl ketones in moderate to excellent yields. Bismuth triflate showed the best catalytic performance compared to other metal triflates. The protocol has advantages including short reaction times, high chemoselectivity towards C-acylation, and simple work-up. Additionally, bismuth triflate can be easily recovered and reused several times without significant loss of catalytic performance.

Synthesis of 2-acylphenol and flavene derivatives from the ruthenium-catalyzed oxidative c-h acylation of phenols with aldehydes

The cationic ruthenium hydride complex [(C6H6)(PCy3)(CO)RuH]+BF4- has been found to be an effective catalyst for the oxidative C-H coupling reaction of phenols with aldehydes to give 2-acylphenol compounds. The coupling of phenols with α,β-unsaturated aldehydes selectively gives the flavene derivatives. The catalytic method mediates direct oxidative C-H coupling of phenol and aldehyde substrates without using any metal oxidants or forming wasteful byproducts. A cationic ruthenium hydride complex catalyzes the oxidative C-H coupling of phenols with aldehydes to form 2-acylphenol and flavene derivatives.

Chemoselective C-benzoylation of phenols by using ALCl3under solvent-free conditions

Substituted phenols were chemo-selectively reacted with benzoylchloride in presence of aluminum chloride under solvent-free condition to afford the corresponding 2′-hydroxy aryl benzophenones in excellent yields (72-96%). Naphthol benzoylation resulted in lower yields as compared to phenols. Both reactions completed in 5-10 min with quantitative yields providing excellent control over regioselectivity of products.

Pd-catalyzed oxidative acylation of 2-phenoxypyridines with alcohols via C-H bond activation

A palladium-catalyzed oxidative acylation of 2-phenoxypyridines with benzylic and aliphatic alcohols via C-H bond activation is described. This protocol represents direct access to biologically active ortho-acylphenol derivatives, and provides new opportunities to use readily available alcohols as starting materials for catalytic acylation reactions.

Ytterbium triflate catalysed Friedel-Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions

The Friedel-Crafts acylation of 1-naphthol and phenol derivatives with carboxylic acids were investigated by using a catalytic amount of metal-triflate, in particular Yb(OTf)3, under solvent-free conditions. Both aliphatic and aromatic carboxylic acids reacted easily to afford the corresponding hydroxyaryl ketones.

Photo-Fries reaction in water made selective with a capsule

The water soluble capsule formed by a deep cavity cavitand with eight carboxylic acid groups controls product distribution during photo-Fries rearrangement of naphthyl esters in water by restricting the mobility of primary singlet radical pair. The Royal Society of Chemistry.

Alkali ion exchanged nafion as a confining medium for photochemical reactions

Methanol-swollen Nafion beads were used as microreactors to control the photochemical reaction pathways. Product selectivity in three unimolecular reactions, namely, the photo-Fries rearrangement of naphthyl esters, Norrish Type I reaction of 1-phenyl-3-p-tolyl-propan-2-one and Norrish Type I and Type II reactions of benzoin alkyl ethers were examined. The influence of cations over the photodimerization of acenaphthylene and cross-photodimerization between acenaphthylene and N-benzyl maleimide included within Nafion were also examined. The photochemical behaviors of the above substrates were significantly altered within Nafion compared with their solution photochemistry. Of particular interest, the product distributions were found to depend on the counter cations of Nafion.