Category: Dioxole

One-pot synthesis of α-bromoacetals of ketones from secondary alcohols and 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) in ethylene glycol was written by Han, Bingbing;Zheng, Zubiao;Wu, Fang;Wang, Aidong. And the article was included in Synthetic Communications in 2017.Related Products of 3418-21-1 This article mentions the following:

α-Bromoacetals of ketones were prepared from various secondary alcs. with 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) and ethylene glycol through oxidation, bromination, and acetalization in one pot without the use of other catalysts under mild conditions. The effects of DBDMH, the solvent, and N-bromosuccinimide on the reaction were investigated. Under the optimal conditions, most α-bromoacetals of ketones were obtain in 90-98% yields. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Related Products of 3418-21-1).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Related Products of 3418-21-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Polyphenylene as an electron transfer catalyst in lithiation processes was written by Yus, Miguel;Gomez, Cecilia;Candela, Pablo. And the article was included in Tetrahedron in 2002.Formula: C7H13ClO2 This article mentions the following:

The lithiation of different functionalized chlorinated materials, dichlorinated compounds and benzofused cyclic ethers with lithium powder in the presence of catalytic amounts of either linear (LPP) or crosslinked (CPP) polyphenylene, in THF at temperatures ranging between -78 and 20°C, leads to the expected organolithium intermediates, which by reaction with electrophiles [Bu^tCHO, PhCHO, Et₂CO, (CH₂)₅CO, PhCOMe, Me₃SiCl] gives, after hydrolysis with water, the expected products. In the experiment, the researchers used many compounds, for example, 2-(4-Chlorobutyl)-1,3-dioxolane (cas: 118336-86-0Formula: C7H13ClO2).

2-(4-Chlorobutyl)-1,3-dioxolane (cas: 118336-86-0) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Formula: C7H13ClO2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Synthesis 2-bromomethyl-2-aryl-1,3-dioxolanes – the precursors of adrenoceptor blockers was written by Vershinin, S. S.;Kotlov, V. M.;Klimakov, V. S.;Mindiyarova, E. R.;Zorin, V. V.. And the article was included in Bashkirskii Khimicheskii Zhurnal in 2011.Reference of 3418-21-1 This article mentions the following:

The effective method for preparation of 2-bromomethyl-2-R-1,3-dioxolanes I [R = Ph, 4-ClC₆H₄], the precursors of adrenoceptor blockers α and β, is developed. Intermediate 2-methyl-2-R-1,3-dioxolanes were obtained in high yields (up to 95%) via microwave-assisted heterocyclization of RC(O)Me with HOCH₂CH₂OH, which proceeds 12 times faster than heat-assisted reactions. Bromination of the resultant intermediates with mol. bromine selectively gave I [R = Ph, 4-ClC₆H₄] in 98 and 96% yields, resp. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Reference of 3418-21-1).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Reference of 3418-21-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Dianion of N-phenyl-2-[(phenylsulfonyl)methyl]propenamide as a versatile reagent for the preparation of α-methylene carbonyl compounds was written by Tanaka, Kazuhiko;Horiuchi, Hiroshi;Yoda, Hidemi. And the article was included in Journal of Organic Chemistry in 1989.COA of Formula: C7H13ClO2 This article mentions the following:

A general synthetic route to α-methylene β-lactams involves the regioselective electrophilic substitution of the dianion generated from PhSO₂CH₂C(:CH₂)CONHPh (I). A convergent synthesis of conocandin N-phenylamide [(3R^*,4R^*)-II was carried out. Key steps in the synthesis are the stereoselective introduction of the C(9)-C(10) trisubstituted double bond of the amide using the dianion of I and the transformation of the sulfonyl group in the intermediate amide, (E)-9-hydroxy-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide, prepared from (E)-7-methyl-6-tridecenal and the dianion of I, into a hydroxy function via [2,3]-sigmatropic rearrangement of the selenoxide. In the experiment, the researchers used many compounds, for example, 2-(4-Chlorobutyl)-1,3-dioxolane (cas: 118336-86-0COA of Formula: C7H13ClO2).

2-(4-Chlorobutyl)-1,3-dioxolane (cas: 118336-86-0) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.COA of Formula: C7H13ClO2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Benzoylphenyl-1-methylpyrazoles. Synthesis, characterization, and spectra was written by Kano, Kunio;Scarpetti, David;Warner, John C.;Anselme, Jean Pierre;Springer, James P.;Arison, Byron H.. And the article was included in Canadian Journal of Chemistry in 1986.Application of 3418-21-1 This article mentions the following:

The synthesis and characterization of all 6 isomers of benzoylphenyl-1-methylpyrazole (I) (R = Ph, R¹ = PhCO) are described. Thus, PhCOCH:CH₂ was treated with PhCHN₂ in Et₂O to give 60% benzoylphenylpyrazoline II (R² = H) which was treated with NaH and then MeI in Me₂SO to give II (R² = Me). Heating the latter II with S gave 69% the pyrazole III. The x-ray crystal structure of I (R = 4-Ph, R¹ = 3-PhCO) is also reported. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Application of 3418-21-1).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Application of 3418-21-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Application of poly(vinylphenyltrimethylammonium tribromide) resin as an efficient polymeric brominating agent in the α-bromination and α-bromoacetalization of acetophenones was written by Han, Bingbing;Zheng, Zubiao;Zheng, Dongcheng;Zhang, Lei;Cui, Peng;Shi, Jianjun;Li, Changjiang. And the article was included in Synthetic Communications in 2019.Product Details of 3418-21-1 This article mentions the following:

The applications of a new supported tribromide reagent based on poly(vinylbenzyltrimethylammonium tribromide) resin (Amberlite 717) were reported. This supported tribromide resin was used directly in α-bromination and α-bromoacetalization of acetophenones without any other catalyst under mild conditions. The effects of solvents and the amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, α-bromo such as RC(O)CH₂Br [R = C₆H₅, 2-ClC₆H₄, 4-PhC₆H₄, etc.] and α-bromoacetal such as RC(O(CH₂)₂O)CH₂Br of acetophenones were selectively obtained in excellent yields. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Product Details of 3418-21-1).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Product Details of 3418-21-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Heme Oxygenase Inhibition by 1-Aryl-2-(1H-imidazol-1-yl/1H-1,2,4-triazol-1-yl)ethanones and Their Derivatives was written by Roman, Gheorghe;Vlahakis, Jason Z.;Vukomanovic, Dragic;Nakatsu, Kanji;Szarek, Walter A.. And the article was included in ChemMedChem in 2010.Related Products of 3418-21-1 This article mentions the following:

Previous studies by our research group have been concerned with the design of selective inhibitors of heme oxygenases (HO-1 and HO-2). The majority of these were based on a four-carbon linkage of an azole, usually an imidazole, and an aromatic moiety. In the present study, we designed and synthesized a series of inhibition candidates containing a shorter linkage between these groups, specifically, a series of 1-aryl-2-(1H-imidazol-1-yl/1H-1,2,4-triazol-1-yl)ethanones and their derivatives As regards HO-1 inhibition, the aromatic moieties yielding best results were found to be halogen-substituted residues such as 3-bromophenyl, 4-bromophenyl, and 3,4-dichlorophenyl, or hydrocarbon residues such as 2-naphthyl, 4-biphenyl, 4-benzylphenyl, and 4-(2-phenethyl)phenyl. Among the imidazole-ketones, five (36-39, and 44) were found to be very potent (IC₅₀<5 μM) toward both isoenzymes. Relative to the imidazole-ketones, the series of corresponding triazole-ketones showed four compounds (54, 55, 61, and 62) having a selectivity index >50 in favor of HO-1. In the case of the azole-dioxolanes, two of them (80 and 85), each possessing a 2-naphthyl moiety, were found to be particularly potent and selective HO-1 inhibitors. Three non-carbonyl analogs (87, 89, and 91) of 1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethanone were found to be good inhibitors of HO-1. For the first time in our studies, two azole-based inhibitors (37 and 39) were found to exhibit a modest selectivity index in favor of HO-2. The present study has revealed addnl. candidates based on inhibition of heme oxygenases for potentially useful pharmacol. and therapeutic applications. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Related Products of 3418-21-1).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Related Products of 3418-21-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Enantioselective synthesis of quinolizidines and indolizidines via a catalytic asymmetric hydrogenation cascade was written by Rueping, Magnus;Hubener, Lukas. And the article was included in Synlett in 2011.Recommanded Product: 3418-21-1 This article mentions the following:

A catalytic enantioselective synthesis of a new class of quinolizidines and indolizidines is presented. An asym. Bronsted acid catalyzed hydrogenation cascade as well as a sequential Bronsted acid/metal catalyzed hydrogenation protocol of 2-substituted quinolines yields benzofused quinolizidines and indolizidines in good yields with high diastereo- and enantioselectivities. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Recommanded Product: 3418-21-1).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Recommanded Product: 3418-21-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Dienediolates of unsaturated carboxylic acids in synthesis. Aldehydes and ketones from alkyl halides, by ozonolysis of β,γ-unsaturated α-alkyl carboxylic acids. The role of a tertiary amine in the cleavage of ozonides was written by Aurell, Maria Jose;Ceita, Luisa;Mestres, Ramon;Tortajada, Amparo. And the article was included in Tetrahedron in 1997.Formula: C7H13ClO2 This article mentions the following:

A convenient two-step procedure for a two carbon homologative conversion of alkyl halides into aldehydes and Me ketones by α-alkylation of unsaturated carboxylic acids, followed by ozonolysis is developed and applied to the synthesis of ω-chloro aldehydes. Triethylamine is superior to di-Me sulfide or triphenylphosphine for cleavage of the ozonides, except when aldol condensation side reactions require use of protic solvents and iodide salts. Cleavage of the ozonides by triethylamine is shown to occur mainly through a reductive process. In the experiment, the researchers used many compounds, for example, 2-(4-Chlorobutyl)-1,3-dioxolane (cas: 118336-86-0Formula: C7H13ClO2).

2-(4-Chlorobutyl)-1,3-dioxolane (cas: 118336-86-0) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Formula: C7H13ClO2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Anodic functionalization of alkenes in alcoholic medium in the presence of metal halides was written by Elinson, M. N.;Makhova, I. V.;Nikishin, G. I.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1990.Quality Control of 2-(Bromomethyl)-2-phenyl-1,3-dioxolane This article mentions the following:

The electrolysis of arylolefins in presence of alkali metal bromides led to formation of 1-aryl-2-bromo-ketals in alcs. The efficiency of the electrolysis was 60-90%. The 2-methyl-1-phenyl-1-propene formed 1-bromo-2-methyl-1-phenyl-1-propene with yield of 80%. Arylolefins without benzidine H atoms formed 1-aryl-1-alkoxy-2-bromoalkanes. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1Quality Control of 2-(Bromomethyl)-2-phenyl-1,3-dioxolane).

2-(Bromomethyl)-2-phenyl-1,3-dioxolane (cas: 3418-21-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Quality Control of 2-(Bromomethyl)-2-phenyl-1,3-dioxolane

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem