Category: 57293-19-3

Silicon-Carbon Bond Formation via Nickel-Catalyzed Cross-Coupling of Silicon Nucleophiles with Unactivated Secondary and Tertiary Alkyl Electrophiles was written by Chu, Crystal K.;Liang, Yufan;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2016.Reference of 57293-19-3 This article mentions the following:

A wide array of cross-coupling methods for the formation of C-C bonds from unactivated alkyl electrophiles were described in recent years. In contrast, progress in the development of methods for the construction of C-heteroatom bonds has lagged; for example, there were no reports of metal-catalyzed cross-couplings of unactivated secondary or tertiary alkyl halides with Si nucleophiles to form C-Si bonds. The authors address this challenge, establishing that a simple, com. available Ni catalyst (NiBr₂璺痙iglyme) can achieve couplings of alkyl bromides with nucleophilic Si reagents under unusually mild conditions (e.g., -20鎺?; especially noteworthy is the authors’ ability to employ unactivated tertiary alkyl halides as electrophilic coupling partners, which is still relatively uncommon in the field of cross-coupling chem. Stereochem., relative reactivity, and radical-trap studies are consistent with a homolytic pathway for C-X bond cleavage. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Reference of 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. 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.Reference of 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The addition of halogen derivatives to allylbenzenes in the presence of peroxides; preparation of 锠?bromopropylbenzenes was written by Quelet, Raymond;Durand-Dran, Raymonde;Pineau, Robert. And the article was included in Compt. rend. in 1957.Electric Literature of C10H13BrO This article mentions the following:

Despite the presence of a normally unreactive double bond, RC₆H₄CH₂CH:CH₂ (I) were converted to RC₆H₄CH₂CH₂Br (II) by treatment with HBr under the conditions of the Kharasch reaction (cf. C.A. 41, 4769h). Although no details are given, CCl₄ and CHBr₃ also added to I in the presence of Ac₂O to give satisfactory yields of the polyhalogenated butylbenzenes. I (in C₆H₆ solution only if the II crystallized) were treated gradually with 4-8% Bz₂O₂ in C₆H₆ or Ac₂O in Et₂O and saturated with dry HBr gas at 0-10鎺?in a long cylindrical tube. The saturated mixture was freed of excess HBr at room temperature with a stream of air, washed, neutralized, treated with Na₂S₂O₄ solution, and distilled in vacuo. The II were identified by conversion to RC₆H₄CH₂CH₂CH₂CO₂H (III) by formation of their Grignard compounds in Et₂O or tetrahydrofuran or in some cases via the nitriles. The following II were prepared (R, b.p./mm., % yield, and m.p. of III given): H, 113-15鎺?16, 80, 50鎺? o-Me, 75-6鎺?0.35, 66, 59-60鎺? m-Me, 85-6鎺?1.1, 80, 37.5鎺? p-Me, 75-8鎺?0.7, 70, 58鎺? p-MeO, 85鎺?0.8, 70, 58鎺? 3,4-di-MeO (IV), 108-10鎺?0.01, 55, -. III were formed in good yields except from IV where demethylation took place in the Grignard preparation In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Electric Literature of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Studies on the Formal [3 + 2] Cycloaddition of Aziridines with Alkenes for the Synthesis of 1-Azaspiroalkanes was written by Martinand-Lurin, Elodie;Gruber, Raymond;Retailleau, Pascal;Fleurat-Lessard, Paul;Dauban, Philippe. And the article was included in Journal of Organic Chemistry in 2015.Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

The Lewis acid-mediated [3+2] cycloaddition of N-sulfonyl- and N-sulfamoylaziridines with alkenes provides a rapid and efficient access to 1-azaspiro[4.n]alkanes. Exptl. studies have been combined with DFT calculations to explore the mechanism of the reaction. They demonstrate that the nature of the electron-withdrawing nitrogen protecting group has a very limited influence on the course of the reaction and, particularly, on the initial formation of the 1,3-zwitterionic species through C-N bond cleavage, which has been found to be the rate-determining step. Compared to N-sulfonylaziridines, N-sulfamoylaziridines have proved to be more synthetically useful synthons that afford crystalline polycyclic structures in good yields. A short sequence of catalytic C(sp³)-H amination-cyclization-[3+2] cycloaddition has then been successfully designed to afford the homolog 1-azaspiro[5.n]alkanes, thereby illustrating the higher versatility of sulfamates in these cycloadditions In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Photocatalyzed site-selective C(sp³)-H sulfonylation of toluene derivatives and cycloalkanes with inorganic sulfinates was written by Zhang, Shaonan;Cao, Shi;Lin, Yu-Mei;Sha, Liyuan;Lu, Cheng;Gong, Lei. And the article was included in Chinese Journal of Catalysis in 2022.SDS of cas: 57293-19-3 This article mentions the following:

Herein, a convenient and economic approach to site-selective C(sp3)-H sulfonylation via photo-induced HAT catalysis was reported. Employing a conjugated polycyclic quinone as a direct HAT photocatalyst, com. available inorganic sulfinates as the sulfonylation source, copper triflate as an inexpensive oxidant, a variety of toluene derivatives and cycloalkanes were converted into biol. and synthetically interesting sulfone products I [Ar = 4-MeC₆H₄, 4-EtC₆H₄, 4-MeOC₆H₄, etc.; R¹ = H, Me; R² = Me, Et, Ph, etc.; R³ = Ph, Et, i-Pr, etc.], II [R⁴ = cyclopentyl, cyclohexyl, cycloheptyl, etc.] under mild conditions. The mechanistic studies reveal that the reaction sequence involved direct HAT-induced radical formation and a subsequent copper-mediated organometallic process for the C-S bond formation. This method offered an appealing opportunity to furnish high value-added products from abundant hydrocarbon starting materials and inexpensive reagents. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3SDS of cas: 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. 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: 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Benzylic Alcohols by C-H Oxidation was written by Tanwar, Lalita;Boergel, Jonas;Ritter, Tobias. And the article was included in Journal of the American Chemical Society in 2019.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Selective methylene C-H oxidation for the synthesis of alcs. with a broad scope and functional group tolerance is challenging due to the high proclivity for further oxidation of alcs. to ketones. Here, authors report the selective synthesis of benzylic alcs. employing bis(methanesulfonyl) peroxide as an oxidant. Authors attempt to provide a rationale for the selectivity for monooxygenation, which is distinct from previous work; a proton-coupled electron transfer mechanism (PCET) may account for the difference in reactivity. Authors envision that our method will be useful for applications in the discovery of drugs and agrochems. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

First Total Synthesis of 锠?Phenyl 铻? Fatty Acids and their Leishmanicidal and Anticancer Properties was written by Carballeira, Nestor M.;Morales-Guzman, Christian;Alvarez-Benedicto, Ester;Torres-Martinez, Zally;Delgado, Yamixa;Griebenow, Kai H.;Tinoco, Arthur D.;Reguera, Rosa M.;Perez-Pertejo, Yolanda;Carbajo-Andres, Ruben;Balana-Fouce, Rafael. And the article was included in Current Topics in Medicinal Chemistry (Sharjah, United Arab Emirates) in 2018.Formula: C10H13BrO This article mentions the following:

The first total synthesis of 锠?Ph 铻? fatty acids (FA), e.g., 10-cyclohexyl-6-decynoic acid, 16-phenylhexadecanoic acid, and (Z)-10-Phenyl-6-decenoic acid, and their cytotoxicity (A549) and leishmanicidal (L. infantum) activities are described. The novel 16-phenyl-6-hexadecynoic acid and the known 16-phenylhexadecanoic acid were synthesized in 7-8 steps with overall yields of 46% and 41%, resp. The syntheses of the unprecedented 10-phenyl-6-decynoic acid, 10-cyclohexyl-6-decynoic acid and 10-(4-methoxyphenyl)-6-decynoic acid was also performed in 3 steps with 73-76% overall yields. The use of lithium acetylide coupling enabled the 4-step synthesis of 10-phenyl-6Z-decenoic acid with a 100% cis-stereochem. The cytotoxicity of these novel FA was determined against A549 cells and L. infantum promastigotes and amastigotes. Among the 锠?phenylated FA, the best cytotoxicity towards A549 was displayed by 16-phenyl-6-hexadecynoic acid, with an IC₅₀ of 18 鍗?1 娓璏. On the other hand, among the C₁₀ acids, 10-cyclohexyl-6-decynoic acid presented the best cytotoxicity (IC₅₀ = 40 鍗?2 娓璏) towards A549. Based on caspase-3/7 studies, neither of the FA induced apoptosis in A549, thus implying other mechanisms of cell death. The antileishmanial studies were performed with the top Leishmania donovani topoisomerase IB (LdTopIB) inhibitors, namely 16-phenyl-6-hexadecynoic acid and 16-phenylhexadecanoic acid (EC₅₀ between 14 and 36 娓璏, resp.), acids that did not stabilize the cleavage complexes between LdTopIB and DNA. Acids 16-phenyl-6-hexadecynoic acid and 16-phenylhexadecanoic acid displayed cytotoxicity towards L. infantum amastigotes (IC₅₀ = 3-6 娓璏) and L. infantum promastigotes (IC₅₀ = 60-70 娓璏), but low toxicity towards murine splenocytes. This results identified 16-phenyl-6-hexadecynoic acid as the optimum 锠?phenylated acid of the series. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Formula: C10H13BrO).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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: C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Catalytic Enantioselective Cyclization/Cross-Coupling with Alkyl Electrophiles was written by Cong, Huan;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2014.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

As part of our ongoing effort to expand the scope of cross-coupling reactions of alkyl electrophiles, we have pursued a strategy wherein the nucleophilic coupling partner includes a pendant olefin; after transmetalation by such a substrate, if 灏?migratory insertion proceeds faster than direct cross-coupling, an addnl. carbon-carbon bond and stereocenter can be formed. With the aid of a nickel/diamine catalyst (both components are com. available), we have established the viability of this approach for the catalytic asym. synthesis of 2,3-dihydrobenzofurans and indanes. Furthermore, we have applied this new method to the construction of the dihydrobenzofuran core of fasiglifam, as well as to a cross-coupling with a racemic alkyl electrophile; in the latter process, the chiral catalyst controls two stereocenters, one that is newly generated in a 灏?migratory insertion and one that begins as a mixture of enantiomers. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Sultams and Cyclic N-Sulfonyl Ketimines via Iron-Catalyzed Intramolecular Aliphatic C-H Amidation was written by Zhong, Dayou;Wu, Di;Zhang, Yan;Lu, Zhiwu;Usman, Muhammad;Liu, Wei;Lu, Xiuqiang;Liu, Wen-Bo. And the article was included in Organic Letters in 2019.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

Cyclic sulfonamides (sultams) play a unique role in drug discovery and synthetic chem. A direct synthesis of sultams by an intramol. C(sp³)-H amidation reaction using an iron complex in situ derived from Fe(ClO₄)₂ and aminopyridine ligand is reported. This strategy features a readily available catalyst and tolerates a broad variety of substrates as demonstrated by 22 examples (up to 89% yield). A one-pot iron-catalyzed amidation/oxidation procedure for the synthesis of cyclic N-sulfonyl ketimines is also realized with up to 92% yield (eight examples). The synthetic utility of the method is validated by a gram-scale reaction and derivatization of the products to ring-fused sultams. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of 1-aryl-tetralins and 4-aryl-benzopyrans by sulfoxide-mediated benzylic carbocation cyclizations was written by Volonterio, Alessandro;Zanda, Matteo. And the article was included in Tetrahedron Letters in 2005.Safety of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

An alkylation/cyclization sequence, with both steps mediated by the ortho-N-methylformamido-phenylsulfinyl function, provided two new C-C bonds and an efficient entry to 1-aryltetralins and 4-arylbenzopyrans. Scope and limits of the process were studied in detail. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Safety of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Safety of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of S-alkylisothiuronium halides by reaction of thiourea with 锠?(4-hydroxyaryl)alkyl halides was written by Kandalintseva, N. V.;Prosenko, A. E.;Dyubchenko, O. I.;Stoyanov, E. S.. And the article was included in Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) in 2001.Category: bromides-buliding-blocks This article mentions the following:

A number of new S-arylalkylisothiuronium salts, e.g., I, were synthesized by reaction of 锠?[4-hydroxy(methoxy)aryl]alkyl halides with thiourea. The resulting isothiuronium salts in aqueous solution react with sodium (potassium) halides to form halogen exchange products. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Category: bromides-buliding-blocks).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary