14578-75-7

Usage

Synonyms

1-phenylnaphthalene-2(1H)-one

Chemical Class

Naphthalenes

Physical State

Pale yellow solid

Odor

Sweet, floral rose-like

Uses

Production of perfumes and fragrances, synthesis of other organic compounds, chemical reactions as a reagent or intermediate, potential pharmaceutical properties

Toxicity

Potential hazards and toxicity, caution should be exercised in handling and using 1-phenyl-3,4-dihydronaphthalen-2(1H)-one.

Upstream product

• 79692-11-8 2,3-epoxy-1-phenyl-1,2,3,4-tetrahydronaphthalene 
• 62815-95-6 2,2-Dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalene 
• 7469-40-1 1-phenyl-3,4-dihydronaphthalene 
• 7722-84-1 dihydrogen peroxide 
• 64-19-7 acetic acid 
• 93-59-4 Perbenzoic acid 
• 67-66-3 chloroform 
• 51086-32-9 1-phenyl-1,2-tetralindiol 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 108-86-1 bromobenzene 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 62815-94-5 1-Phenyl-2-methoxy-3,4-dihydronaphthalin 
• 14578-74-6 3-Chloro-benzoic acid 1-hydroxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl ester 
• 94051-93-1 1-phenyl-1,2,3,4-tetrahydronaphthalen-1-ol 

Downstream Products

• 62815-94-5 1-Phenyl-2-methoxy-3,4-dihydronaphthalin 
• 503131-00-8 (1R,2S)-1-phenyl-2-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 858458-46-5 ethyl-(1-phenyl-[2]naphthyl)-ether 

Relevant academic research and scientific papers

Hydroborations: A new route for the preparation of 1-alkyl- (or aryl) 2-tetralones

The hydroboration followed by chromic acid oxidation of 1-alkyl- and 1-aryl-3,4-dihydronaphthalenes leads to the corresponding 1-alkyl- (or aryl)2-tetralones (1-substituted 3,4-dihydronaphthalen-2(1H)-ones.

Anti-Markovnikov Oxidation of β-Alkyl Styrenes with H2O as the Terminal Oxidant

Oxygenation of alkenes is one of the most straightforward routes for the construction of carbonyl compounds. Wacker oxidation provides a broadly useful strategy to convert the mineral oil into higher value-added carbonyl chemicals. However, the conventional Wacker chemistry remains problematic, such as the poor activity for internal alkenes, the lack of anti-Markovnikov regioselectivity, and the high cost and chemical waste resulted from noble metal catalysts and stoichiometric oxidant. Here, we describe an unprecedented dehydrogenative oxygenation of β-alkyl styrenes and their derivatives with water under external-oxidant-free conditions by utilizing the synergistic effect of photocatalysis and proton-reduction catalysis that can address these challenges. This dual catalytic system possesses the single anti-Markovnikov selectivity due to the property of the visible-light-induced alkene radical cation intermediate.

Oxone-acetone mediated Wacker-type oxidation of benzo-fused olefins

Herein we disclose a novel application of the oxone-acetone combination for the Wacker-type oxidation of indenes and dihydronaphthalenes leading, respectively, to indan-2-ones and 2-tetralones. The amount of the base employed in the reaction seems to switch the reaction path from dioxygenation to Wacker-type oxidation. Control experiments suggest that the reaction is not proceeding via the epoxide route and also that there is no role of trace amounts of metals present in the reagents on the current oxidation.

OXONE-ACETONE MEDIATED METAL FREE PREPARATION OF SYN-DIOLS

The present invention disclose a simple and high yielding process of Oxone-acetone mediated metal free syn-dihydroxylation of benzo fused olefins of formula (II) to obtain library of dioxolo compounds of formula (I). The invention further disclsoe a simple and high yielding process of Oxone-acetone mediated metal free syn-dihydroxylation of stilbene and its derivatives of formula (III) thereof. Also disclosed herein is Wacker-type oxidation of benzo-fused olefins of formula (X). The invention further disclose compounds of formula (I) which can be useful for the treatment of HIV, cancer or malaria.

Highly selective palladium-catalyzed direct c-h α-monoarylation of carbonyl compounds using water containing the surfactant polyoxyethylene- α-tocopheryl sebacate (PTS) as a solvent

Highly selective direct C-H α-monoarylation reactions of 4-chromanones, ketones and 2-phenylacetaldehyde with aryl halides have been performed in satisfactory yields by using a tris(dibenzylideneacetone) dipalladium(0)/tri-tert-butylphosphine tetrafluoroborate catalyst system, potassium bicarbonate as the base and a solvent consisting of pure water containing a small amount of polyoxyethylene-α-tocopheryl sebacate (PTS). Analogous reaction conditions have been employed in a tandem process leading to phenyl-substituted isocoumarins from carbonyl compounds and methyl 2-bromobenzoate.

Dynamic kinetic resolution-asymmetric transfer hydrogenation of 1-aryl-substituted cyclic ketones

A range of 1-aryl-2-tetranols, and 1-phenyl-2-indanol, have been generated in high yield and enantiomeric excess from the corresponding racemic ketones, via a dynamic kinetic resolution-transfer hydrogenation process, using Ru(II)-TsDPEN in formic acid/triethylamine (5:2). This provides a potential entry to an asymmetric total synthesis of benzazepines such as Sch 39166.

A concise synthesis of 1-substituted-2-tetralones by selective diol dehydration leading to ketone transposition

Dehydration of 1-substituted-1,2-tetralindiols with zinc iodide afforded the corresponding 2-tetralones in excellent yields. This procedure was found to be superior to the more conventional BF3-catalyzed rearrangement of 1-substituted-1,2-epoxytetralins. (C) 2000 Elsevier Science Ltd.

Methyleneketones and Methylenecarbenes. XVI. The Formation of Diphenylfuran-2-ones and 3-Phenylphthalide as Minor Products of the Pyrolysis of Diphenylmethyl Propiolate

The formation of a mixture of lactones as a minor product of the flash vacuum pyrolysis of diphenylmethyl propiolate (1) has been investigated further.The diphenylfuran-2-ones (3), (4), and (5) are shown to be formed through an intramolecular insertion reaction of the methylenecarbene (2), formed from (1) at 640 deg, which leads to 5,5-diphenylfuran-2(5H)-one (3) as the primary product. 3-Phenylphthalide (8) is apparently formed by intramolecular Diels-Alder addition of the CC bond of (1) to one phenyl ring which acts as the diene component, followed by loss of acetylene from an intermediate barrelene derivative (10).This is confirmed by a deuterium labelling experiment. 1-Phenyl-2-benzoxepin-3(1H)-one (7), considered at first as a possible intermediate in the pyrolysis of (1), is synthesized in six steps from 2-aminobenzophenone, and its X-ray structure determination is reported.On pyrolysis at 640 deg/0.07 mm (7) decarbonylates smoothly to give 2-vinylbenzophenone.