Synthesis Of Naphthalenes Research Articles

Synthesis of Naphthalenes from the Reaction of Baylis—Hillman Acetates (I) and Sulfonyl Group‐Containing Active Methylene Compounds (II).

Synthesis of Naphthalenes from the Reaction of Baylis—Hillman Acetates (I) and Sulfonyl Group‐Containing Active Methylene Compounds (II).

Synthesis of Naphthalenes from the Reaction of Baylis-Hillman Acetates and Sulfonyl Group-containing Active Methylene Compounds

Synthesis of Naphthalenes from the Reaction of Baylis-Hillman Acetates and Sulfonyl Group-containing Active Methylene Compounds

ChemInform Abstract: Synthesis of Naphthalene (III) and Binaphthyl Derivatives (V) via Arynes Intermediates.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Selective Synthesis of Methylnaphthalenes in HSAPO-34 Cages and Their Function as Reaction Centers in Methanol-to-Olefin Catalysis

Several recent papers have demonstrated that the conversion of methanol to olefins on the silico-aluminophosphate solid acid catalyst HSAPO-34 usually requires methylbenzenes that function as scaffolds (reaction centers) for carbon−carbon bond making and breaking steps. These benzene rings form in the ca. 1 nm cages through ship-in-a-bottle routes from olefins, and they cannot exit the ca. 0.38 nm windows connecting cages. Here, we report a procedure for the selective (80%) synthesis of naphthalene in the cages of HSAPO-34 based on methanol conversion at 600 °C. These naphthalene molecules are accessible to methanol and react at 400 °C to form methylnaphthalenes in the cages with up to four methyl groups. We find that HSAPO-34 catalysts with methylnaphthalenes as the primary entrained hydrocarbon species eliminate ethylene and propene, much like methylbenzenes. A careful comparison of catalysts prepared with either methylnaphthalenes or methylbenzenes showed the former to be ca. one-third as active as the latter (for comparable numbers of reaction centers), but the methylnaphthalene-based catalysts yielded higher ethylene selectivity (at comparable conversions) than the methylbenzene-based catalysts.

ChemInform Abstract: Synthesis of Naphthalenes Using Acid‐Catalyzed Ring‐Opening and Recyclization of 3‐Acetyl‐5,5‐diaryl‐2‐methyl‐4,5‐dihydrofurans. Isolation of Intermediates.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Calcite — A Catalyst for the Synthesis of Naphthalene From Methane.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Synthesis of naphthalenes using acid-catalyzed ring-opening and recyclization of 3-acetyl-5,5-diaryl-2-methyl-4,5-dihydrofurans. Isolation of intermediates

3-Acetyl-5,5-diaryl-2-methyl-4,5-dihydrofurans were heated in concentrated hydrochloric acid to give the 4-aryl-1-methylnaphthalenes in high yields. The same reaction was carried out in hydrochloric acid diluted with acetonitrile to give the 5,5-diaryl-4-penten-2-ones (87–96%), while treatment of the dihydrofurans with p-toluenesulfonic acid in acetonitrile afforded the 3-(2,2-diarylethenyl)-4-hydroxy-3-penten-2-ones (73–91%) which were transformed in diluted hydrochloric acid into the 5,5-diaryl-4-penten-2-ones. It was demonstrated that the 3- and 4-penten-2-ones were intermediates of the 4-aryl-1-methylnaphthalenes since the 3- and 4-penten-2-ones were easily converted into the corresponding naphthalenes in concentrated hydrochloric acid. The UV irradiation of the dihydrofurans in the presence of hydrochloric acid quantitatively gave the 2-acetyl-4-aryl-1-methylnaphthalenes (94–97%) via the same 3-penten-2-one intermediates.

Synthesis of naphthalene containing aralkyl novolac epoxy resins for electronic application

Naphthalene containing aralkyl novolac epoxy resins were synthesized by the condensation of p-xylylene glycol with 2,7-dihydroxynaphthalene or 2-naphthol followed by the epoxidation of the resulting aralkyl novolacs with epichlorohydrin. The mechanical and dynamic viscoelastic properties of cured aralkyl novolac epoxy resins were investigated. Comparisons of mono- and di-functional naphthalene containing aralkyl novolac epoxy resins based on thermal and moisture absorption properties were also studied. The results indicate that a naphthalene containing aralkyl epoxy resin made from the difunctional naphthol has a low coefficient of thermal expansion, high heat resistance, and low moisture absorption.

Synthesis of naphthalene containing aralkyl novolac epoxy resins for electronic application

Naphthalene containing aralkyl novolac epoxy resins were synthesized by the condensation of p-xylylene glycol with 2,7-dihydroxynaphthalene or 2-naphthol followed by the epoxidation of the resulting aralkyl novolacs with epichlorohydrin. The mechanical and dynamic viscoelastic properties of cured aralkyl novolac epoxy resins were investigated. Comparisons of mono- and di-functional naphthalene containing aralkyl novolac epoxy resins based on thermal and moisture absorption properties were also studied. The results indicate that a naphthalene containing aralkyl epoxy resin made from the difunctional naphthol has a low coefficient of thermal expansion, high heat resistance, and low moisture absorption.

Total Synthesis of Michellamines A−C, Korupensamines A−D, and Ancistrobrevine B

Efficient syntheses of the title compounds have been developed. Several strategies for preparation of each of the naphthalene and tetrahydroisoquinoline (THIQ) portions were developed. Initial attempts to use benzyne plus furan cycloaddition reactions were thwarted by the unfavorable sense of the regiochemical outcome. An interesting annulation reaction of benzynes derived from 2,4-dibromophenol derivatives formed the core of the shortest naphthalene synthesis. An alternative annulation initiated by the addition of a benzylic sulfone anion to methyl crotonate led to an efficient naphthol synthesis amenable to large scale. The THIQ synthesis of Bringmann was used initially and subsequently complemented by a route whose key step involved the opening of N-tosyl-2-methylethyleneimine by a 3,5-dimethoxyphenylcuprate reagent. The results from a variety of aryl cross-coupling reactions are described. Suzuki coupling of the boronic acid derived from the naphthalene moiety with a THIQ-iodide was the most generally...

ChemInform Abstract: Annulation of Ethyl (Bis(ethylthio)methyl)benzoate and Ethyl 2‐(1,3‐) Dithiolan‐2‐yl‐benzoate with α,β‐Unsaturated Carbonyl Compounds: A New Synthesis of Naphthalene and Anthracene Derivatives.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Annulation of Ethyl (Bis(ethylthio)methyl)benzoate and Ethyl 2-(1,3)Dithiolan-2-yl-benzoate with .ALPHA.,.BETA.-Unsaturated Carbonyl Compounds:A New Synthesis of Naphthalene and Anthracene Derivatives.

Several kinds of fused cyclic compounds were obtained by tandem Michael-Claisen condensation of ethyl 2-[bis(ethylthio)methyl]benzoate and ethyl 2-[1, 3]dithiolan-2-yl-benzoate with α, β-unsaturated carbonyl compounds. Treatment of the annulated products with mercury(II)perchlorate trihydrate or N-chlorosuccinimide gave naphthoquinones, naphthalenes, and anthracenes.

ChemInform Abstract: Photoinduced Substituted Naphthalene Synthesis from 5,5‐Diaryl‐4,5‐ dihydrofurans.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Photo-induced substituted naphthalene synthesis from 5,5-diaryl-4,5-dihydrofurans

Photo-induced substituted naphthalene synthesis from 5,5-diaryl-4,5-dihydrofurans

Photo-induced substituted naphthalene synthesis from 5,5-diaryl-4,5-dihydrofurans

Abstract Irradiation of 3-acetyl-5,5-diaryl-2-methyl-4,5-dihydrofurans using a high pressure mercury lamp quantitatively gave 2-acetyl-4-aryl-1-methylnaphthalenes. A similar irradiation of 3-acetyl-5,5-diaryl-2-naphthyl-4,5-dihydrofurans yielded binaphthalene derivatives in good yields.

Two-photon chemistry: facile synthesis of naphthalene- and anthracene-labelled polystyrene by photolysis of aromatic esters

Photolysis of 9-anthrylmethyl 9-anthrylacetate and 1-naphthylmethyl 1-naphthylacetate in the presence of polystyrene yields polymers which are labelled with the fluorescent groups of anthrylmethyl and naphthylmethyl, respectively; this novel technique for the fluorescent labelling of polystyrene is believed to involve two-photon excitation.

Aromatic annelation. Synthesis of naphthalenes

An efficient cationic cyclization reaction has been developed to prepare substituted naphthalenes. The method has been used to prepare a phenanthrene and will be useful for the synthesis of polynuclear aromatic hydrocarbons and C-glycosyl anthraquinones.

Synthesis and Deamination of 1,4-Dihydronaphthalen-1,4-imines: A Convenient Naphthalene Synthesis

Synthesis and Deamination of 1,4-Dihydronaphthalen-1,4-imines: A Convenient Naphthalene Synthesis

Reactions of Sodium Borohydride in Acidic Media; IX1. Deoxygenation of 1,4-Epoxy-1,4-dihydronaphthalenes; A Convenient Naphthalene Synthesis

Reactions of Sodium Borohydride in Acidic Media; IX¹. Deoxygenation of 1,4-Epoxy-1,4-dihydronaphthalenes; A Convenient Naphthalene Synthesis

Reactions of phthalans with dienophiles. I. Synthesis of naphthalenes from phthalans and activated acetylenes

Diethoxyphthalans and activated acetylenes react at temperatures of 140–160 °C to yield substituted naphthalenes. It is proposed that the reaction occurs through the intermediacy of 1-ethoxyisobenzofurans generated thermally from the phthalans. The transient 1-ethoxyisobenzofurans are postulated to add to the acetylenes in a cycloaddition reaction to yield tricyclic intermediates that are transformed to naphthalenes at the elevated temperature of the reaction. Reactions with unsymmetrical acetylenes provided information on the regioselectivity of the reaction.