Month: February 2023

Reactivity in Nickel-Catalyzed Multi-component Sequential Reductive Cross-Coupling Reactions was written by Chen, Haifeng;Yue, Huifeng;Zhu, Chen;Rueping, Magnus. And the article was included in Angewandte Chemie, International Edition in 2022.Application of 57293-19-3 This article mentions the following:

The nickel-catalyzed three-component reductive carbonylation of alkyl halides, aryl halides, and Et chloroformate is described. Et chloroformate is utilized as a safe and readily available source of CO in this multi-component protocol, providing an efficient and practical alternative for the synthesis of aryl-alkyl ketones. The reaction exhibits a wide substrate scope and good functional group compatibility. Exptl. and DFT mechanistic studies highlight the complexity of the cross-electrophile coupling and provide insight into the sequence of the three consecutive oxidative additions of aryl halide, chloroformate, and alkyl halide. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Application of 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Aplysinadiene and (R,R)-5-[[3,5-dibromo-4-[(2-oxo-5-oxazolidinyl)]methoxy]phenyl]-2-oxazolidinone, two novel metabolites from Aplysina aerophoba. Synthesis of aplysinadiene was written by Norte, M.;Rodriguez, M. L.;Fernandez, J. J.;Eguren, L.;Estrada, D. M.. And the article was included in Tetrahedron in 1988.Reference of 108940-96-1 This article mentions the following:

Two novel constituents, biogenetically derived from dibromotyrosine, were obtained from a sponge Aplysina鑱?em>aerophoba. The structure of aplysinadiene (I) was established on the basis of its spectral properties and by synthesis of I and its isomers (1′E)- and (1′Z)-II. The structure and absolute configuration of the oxazolidinone III was established by x-ray diffraction anal. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Reference of 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Reference of 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Imidazobenzothiazine and primidobenzothiazine derivatives synthesis via an aliphatic S_N2 substitution/Cu(I) catalyzed Ullmann coupling cascade process was written by Wang, Ruihong;Qian, Weixing;Bao, Weiliang. And the article was included in Tetrahedron Letters in 2012.Formula: C7H5Br2F This article mentions the following:

An efficient method for the preparation of various imidazobenzothiazine and primidobenzothiazine derivatives from readily available 2-mercaptoimidazoles (thiouracils) and bromobenzyl bromides via a copper(I)-catalyzed one-pot cascade process has been developed. The reaction involves a S_N2 process and an intramol. C-N cross coupling cyclization. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Formula: C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Formula: C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Quantum Yields over 80% Achieved in Luminescent Europium Complexes by Employing Diphenylphosphoryl Tridentate Ligands was written by Wei, Chen;Sun, Boxun;Cai, Zelun;Zhao, Zifeng;Tan, Yu;Yan, Weibo;Wei, Huibo;Liu, Zhiwei;Bian, Zuqiang;Huang, Chunhui. And the article was included in Inorganic Chemistry in 2018.Formula: C12H7BrN2 This article mentions the following:

Four tridentate Eu(III) complexes containing a diphenylphosphoryl group are prepared with strong bonding between the ligands and centered ion, convinced by crystal structures. Compared to their parent bidentate complexes, the tridentate complexes display improved and exceptionally high luminescence quantum yields (PLQYs) in powder (all over 80%, best 91%), as well as in a CH₂Cl₂ solution and poly(Me methacrylate) films, benefiting from compact, stable, and saturated coordination. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Formula: C12H7BrN2).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Formula: C12H7BrN2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New zileuton-hydroxycinnamic acid hybrids: synthesis and structure-activity relationship towards 5-lipoxygenase inhibition was written by Chiasson, Audrey Isabel;Robichaud, Samuel;Moutombi, Fanta J. Ndongou;Hebert, Mathieu P. A.;Mbarik, Maroua;Surette, Marc E.;Touaibia, Mohamed. And the article was included in Molecules in 2020.Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

A novel series of zileuton-hydroxycinnamic acid hybrids I (R¹ = H, OH, OMe; n = 0, 1, 2, 3), II (R² = C₆H₅, 4-OHC₆H₄, 2,6-(CH₃)₂C₆H₃, etc.) and III (R³ = H, OH, OMe; R⁴ = H, OH, OMe; R⁵ = H, OMe) were synthesized and screened as 5-lipoxygenase (5-LO) inhibitors in stimulated HEK293 cells and polymorphonuclear leukocytes (PMNL). Zileuton’s IV benzo[b]thiophene and hydroxyurea subunits combined with hydroxycinnamic acid esters’ ester linkage and phenolic acid moieties were investigated. Compound II (R² = 3,5-(OMe)₂-4-OHC₆H₂), bearing zileuton’s IV benzo[b]thiophene and sinapic acid phenethyl ester’s V 浼?浼?unsaturated phenolic acid moiety II (R² = 3,5-(OMe)₂-4-OHC₆H₂), was shown to be equipotent to zileuton IV, the only clin. approved 5-LO inhibitor, in stimulated HEK293 cells. Compound II (R² = 3,5-(OMe)₂-4-OHC₆H₂) was three times as active as zileuton IV for the inhibition of 5-LO in PMNL. Compound III (R³ = OMe, R⁴ = OH, R⁵ = OMe), bearing the same sinapic acid (3,5-dimethoxy-4-hydroxy substitution) moiety as II (R² = 3,5-(OMe)₂-4-OHC₆H₂), combined with zileuton’s IV hydroxyurea subunit was inactive. This result shows that the zileuton’s IV benzo[b]thiophene moiety is essential for the inhibition of 5-LO product biosynthesis with hydrids. Unlike zileuton IV, compound II (R² = 3,5-(OMe)₂-4-OHC₆H₂) formed two 锜?锜?interactions with Phe177 and Phe421 as predicted when docked into 5-LO. Compound II (R² = 3,5-(OMe)₂-4-OHC₆H₂) was the only docked ligand that showed a 锜?锜?interaction with Phe177 which may play a part in product specificity as reported. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Quality Control of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Polymer-supported bases, 4. Macrolide synthesis from 锠?bromocarboxylic acids using polymer-supported 1,8-diazabicyclo[5.4.0]undec-7-ene was written by Tomoi, Masao;Watanabe, Takashi;Suzuki, Takayuki;Kakiuchi, Hiroshi. And the article was included in Makromolekulare Chemie in 1985.Formula: C15H29BrO2 This article mentions the following:

The macrolide yield in the title synthesis is a function of the degree of ring substitution and of crosslinking, which governs the effective concentration of the fixed substrate within the polymeric reagent. The effect of the polystyrene matrix on the macrolide yield in the heterogeneous system was compared with the corresponding homogeneous reaction. In the experiment, the researchers used many compounds, for example, 15-Bromopentadecanoic acid (cas: 56523-59-2Formula: C15H29BrO2).

15-Bromopentadecanoic acid (cas: 56523-59-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Formula: C15H29BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Selective ET_A Antagonists. 5. Discovery and Structure-Activity Relationships of Phenoxyphenylacetic Acid Derivatives was written by Astles, Peter C.;Brown, Thomas J.;Halley, Frank;Handscombe, Caroline M.;Harris, Neil V.;Majid, Tahir N.;McCarthy, Clive;McLay, Iain M.;Morley, Andrew;Porter, Barry;Roach, Alan G.;Sargent, Carol;Smith, Christopher;Walsh, Roger J. A.. And the article was included in Journal of Medicinal Chemistry in 2000.SDS of cas: 83902-02-7 This article mentions the following:

The fifth paper in this series describes the culmination of our investigations into the development of a potent and selective ET_A receptor antagonist for the treatment of diseases mediated by ET-1. Receptor site mapping of several ET_A antagonists prepared previously identified a common cationic binding site which prompted synthesis of phenoxyphenylacetic acid derivative 13a, which showed good in vitro activity (IC₅₀ 59 nM, rat aortic ET_A). Optimization of 13a led to the identification of 27b, which exhibited an IC₅₀ of 4 nM. Although this did not translate into the expected in vivo potency, a compound of comparable in vitro activity, 27a (RPR118031A), showed a far better pharmacokinetic profile and in vivo potency (75 娓璵ol/kg) and was duly proposed and accepted as a development candidate. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7SDS of cas: 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.SDS of cas: 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Coupling reactions of halobenzenes with alkynes. The synthesis of phenylacetylenes and symmetrical or unsymmetrical 1,2-diphenylacetylenes was written by Stara, Irena G.;Stary, Ivo;Kollarovic, Adrian;Teply, Filip;Saman, David;Fiedler, Pavel. And the article was included in Collection of Czechoslovak Chemical Communications in 1999.Related Products of 61150-57-0 This article mentions the following:

The Pd- or Pd/Cu-catalyzed coupling reactions of halobenzenes bearing the Me, hydroxymethyl, acetoxymethyl, methoxycarbonyl, or both methoxy and 4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl groups in the ortho-position with gaseous or metalated acetylene, (trialkylsilyl)acetylenes, and arylacetylenes were systematically studied. Various functionalized aryl- or diarylacetylenes were synthesized in good to excellent yields. Whereas addnl. fluoro, nitro, or methoxy group attached to the benzene ring does not interfere in the coupling reactions, the presence of a methoxycarbonyl requires a careful optimization of reaction conditions to achieve moderate yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Related Products of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Related Products of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The dissociation constants of m-halogenated phenols and of some of their mononitro derivatives was written by Hodgson, Herbert H.;Smith, Reggie. And the article was included in Journal of the Chemical Society in 1939.Reference of 76361-99-4 This article mentions the following:

Dissociation constants (K_a) at 25鎺?for 0.005 N solutions of substituted phenols in 30% EtOH (by volume) or in water were calculated from p_H measurements made with the glass electrode. Values of K_a 鑴?10⁷ (for 30% EtOH) were: m-fluoro-, 0.00151; 3-fluoro-6-nitro-, 2.34; 3-fluoro-2-nitro-, 1.99; 3-fluoro-4-nitro-, 1.66; m-chloro-, 0.00363; 3-chloro-2-nitro-, 1.78; 3-chloro-4-nitro-, 1.58; m-bromo-, 0.00331; 3-bromo-2-nitro-, 1.66; 3-bromo-4-nitro-, 1.45; m-iodo-, 0.00309; 3-iodo-2-nitro-, 1.29; 3-iodo-4-nitro-, 1.15. Values of K_a 鑴?10¹⁰ (for water) are: m-fluoro-, 5.37; m-chloro-, 8.51; m-bromo-, 7.76; m-iodo-, 6.76. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-nitrophenol (cas: 76361-99-4Reference of 76361-99-4).

3-Bromo-2-nitrophenol (cas: 76361-99-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Reference of 76361-99-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stabilization of hyperactive molecules through complexation: 2-formylbutadieneiron tricarbonyl. Preparation, cleavage and reactivity was written by Franck-Neumann, Michel;Martina, Daniel;Heitz, Marie Paule. And the article was included in Journal of Organometallic Chemistry in 1986.Electric Literature of C23H26BrP This article mentions the following:

The Fe formylbutadiene complex I was prepared from isoprene by 2 routes, and resolved via chiral semioxamazone formation. Treating I with organolithium or organocuprate reagents gave products diastereospecifically. On the other hand, treating I with Grignard reagents or with MeTi(OCHMe₂)₃ gave mixtures of diastereoisomers. Horner-Emmons reaction of I with (MeO)₂P(O)CH₂CO₂Me gave a single isomer II. Treating II with Me₂CN₂ gave 铻?sup>1-pyrazoline-Fe diastereoisomers, as well as a 铻?sup>2-pyrazoline-Fe complex. Wittig reactions of I, followed by hydroboration, were also performed. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Electric Literature of C23H26BrP).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Electric Literature of C23H26BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary