Tag: 200-300

Nickel-catalyzed intramolecular desymmetrization addition of aryl halides to 1,3-diketones was written by Zhou, Pan;Xu, Tao. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Synthetic Route of C7H5Br2F This article mentions the following:

A nickel-catalyzed intramol. addition of aryl halides to 1,3-diketones was first developed. This desymmetrization reaction afforded polycyclic products I [R = Me, i-Bu, Bn, etc.; R¹ = H; R² = H, Cl, OMe, etc.; R³ = H, Me; R⁴ = H, Me; R¹R² = OCH₂O] bearing two tetrasubstituted centers with excellent diastereoselectivities and high yields. Moderate enantioselectivities were achieved in the presence of a chiral ligand. This transformation had great potential for the synthesis of polycyclic compounds including spiro[4,4,3,0] compounds In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Synthetic Route of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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.Synthetic Route of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Catalytically active supramolecular porphyrin boxes: acceleration of the methanolysis of phosphate triesters via a combination of increased local nucleophilicity and reactant encapsulation was written by Kang, Byungman;Kurutz, Josh W.;Youm, Kyoung-Tae;Totten, Ryan K.;Hupp, Joseph T.;Nguyen, Son Binh T.. And the article was included in Chemical Science in 2012.Reference of 100189-84-2 This article mentions the following:

Box-like tetrakis(metalloporphyrin) supramol. assemblies possessing Zn and Al metal sites can catalyze the methanolysis of phosphate triesters with a high rate enhancement, up to 430 times faster than the uncatalyzed reaction. Mechanistic studies suggest that the observed rate enhancement can be attributed to a high local concentration of methoxide ion that operates in concert with a solvophobically driven encapsulation of substrates by the porphyrinic assembly. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Reference of 100189-84-2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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. 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 100189-84-2

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

Condensed isoquinolines. Part 9. Alkylation of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones was written by Kisel, V. M.;Potikha, L. M.;Kovtunenko, V. A.. And the article was included in Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2000.Safety of 3-(Bromomethyl)benzoic acid This article mentions the following:

The alkylation of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one proceeds at N(6) or C(7) depending on the type of alkylating agent and reaction conditions. C(7)-alkylation occurs in the presence of base. The secondary alkylation of the 7-alkyl derivatives occurs at the same position under these conditions. Depending on the conditions, the reaction with ortho-xylylene dibromide leads to spiro[5H-isoquino-[2,3-a]quinazolin-7(12H),2′-indane]-5-one or 11-oxo-4b,5,10,16-tetrahydro-11H-10a-azonia-15b-azadibenzo[a,e]pleiadene bromide. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Safety of 3-(Bromomethyl)benzoic acid).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Safety of 3-(Bromomethyl)benzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Inhibition of tyrosine phenol-lyase by tyrosine homologues was written by Do, Quang;Nguyen, Giang T.;Phillips, Robert S.. And the article was included in Amino Acids in 2016.Formula: C9H11BrO This article mentions the following:

The authors designed, synthesized, and evaluated tyrosine homologs and their O-Me derivatives as potential inhibitors for tyrosine phenol-lyase (TPL; EC 4.1.99.2). Recently, the authors reported that homologs of tryptophan were potent inhibitors of tryptophan indole-lyase (tryptophanase; TIL, EC 4.1.99.1), with K_i values in the low micromolar range. As the structure and mechanism for TPL is very similar to that of TIL, the authors postulated that tyrosine homologs could also be potent inhibitors of TPL. However, the authors found that homotyrosine, bishomotyrosine, and their corresponding O-Me derivatives were competitive inhibitors of TPL, which exhibited K_i values in the range of 0.8-1.5 mM. Thus, these compounds were not potent inhibitors, but instead bound with affinities similar to common amino acids, such as phenylalanine or methionine. Pre-steady-state kinetic data were very similar for all compounds tested and demonstrated the formation of an equilibrating mixture of aldimine and quinonoid intermediates upon binding. Interestingly, the authors also observed a blue-shift for the absorbance peak of external aldimine complexes of all tyrosine homologs, suggesting possible strain at the active site due to accommodating the elongated side-chains. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Formula: C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Formula: C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature was written by Mei, Chong;Zhao, Mengdi;Lu, Wenjun. And the article was included in Journal of Organic Chemistry in 2021.Category: bromides-buliding-blocks This article mentions the following:

Here, in a palladium/oxidant/acid catalytic system at room temperature, one arene could highly selectively couple with the other one to afford the target unsym. biaryls just by controlling the directing groups and the substituted groups on their Ph rings was reported. The utility of this one-one cross-coupling was also demonstrated by synthesis of a few bioactive mols. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Category: bromides-buliding-blocks).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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–bromine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Formation of C(sp²)-boronate esters by borylative cyclization of alkynes using BCl₃ was written by Warner, Andrew J.;Lawson, James R.;Fasano, Valerio;Ingleson, Michael J.. And the article was included in Angewandte Chemie, International Edition in 2015.Computed Properties of C9H11BrO This article mentions the following:

Arylpropargyl compounds R¹C₆H₄YCH₂CCR² undergo cyclization in a reaction with BCl₃ and pinacol, yielding cyclic alkenylboronates I (2, R¹ = H, Me, MeO, Cl; Y = CH₂, NTs, O; R² = Ph, ClC₆H₄, C₆F₅, 3-CF₃C₆H₄, 4-NCC₆H₄, MeC₆H₄, Br, Me, 1-naphthyl, PhCH:CH, 4-NO₂C₆H₄, 4-EtO₂CC₆H₄). Diynes R³CCCH₂YCH₂CCR³ gave boronates II (R³ = Ph, 10a,b; Y = CH₂, NTs) or III (11, R³ = H, Y = CH₂). BCl₃ is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp²)-boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional groups and substitution patterns. Intermol. 1,2-carboboration of alkynes Ar¹CCMe is also achieved using BCl₃ and arene Ar²H to generate trisubstituted vinyl boronate esters Ar¹Ar²C:CMe(Bpin) (12, Ar¹ = Ph, Ar² = 5-methyl-2-thienyl). In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Computed Properties of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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–bromine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Polycyclic heteroaromatics via hydrazine-catalyzed ring-closing carbonyl-olefin metathesis was written by Cho, Eun Kee;Quach, Phong K.;Zhang, Yunfei;Sim, Jae Hun;Lambert, Tristan H.. And the article was included in Chemical Science in 2022.Application of 85118-24-7 This article mentions the following:

The use of hydrazine-catalyzed ring-closing carbonyl-olefin metathesis (RCCOM) to synthesize polycyclic heteroaromatic (PHA) compounds is described. In particular, substrates bearing Lewis basic functionalities such as pyridine rings and amines, which strongly inhibit acid catalyzed RCCOM reactions, are shown to be compatible with this reaction. Using 5 mol% catalyst loadings, a variety of PHA structures can be synthesized from biaryl alkenyl aldehydes, which themselves are readily prepared by cross-coupling. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Application of 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application of 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Meta-substituent effects on benzyl free-radical stability was written by Fisher, Thomas H.;Dershem, Stephen M.;Prewitt, M. Lynn. And the article was included in Journal of Organic Chemistry in 1990.COA of Formula: C7H7BrN2O2 This article mentions the following:

A series of 5-substituted 3-cyanotoluenes was synthesized, and the relative rates of N-bromosuccinimide bromination were determined in benzene at 80 °C. The resulting σ_F^• values for meta Me, H, Br, NO₂, and CN were found to be 0.03, 0.00, -0.03, -0.04, and -0.10, resp. Of these meta substituents, all but Me were found to be destabilizing to the intermediate benzyl free radical. These meta substituent results are consistent with reported σ_α^• and σ_c^• values and cast doubt upon reports that assume meta substituents have no influence on free-radical stability. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7COA of Formula: C7H7BrN2O2).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) 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). When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.COA of Formula: C7H7BrN2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of spiro amide SHR902275: A potent, selective, and efficacious RAF inhibitor targeting RAS mutant cancers was written by Zhao, Peng;Zhuang, Linghang;Wang, Xiangzhu;Huang, Song;Wu, Heping;Zhou, Yu;Yan, Yuna;Zhang, Fan;Shen, Ru;Li, Jing;Liu, Suxing;Zhang, Rumin;Dong, Ping;Mao, Yuchang;Fan, Yuanmin;He, Chunyong;Sun, Jiakang;Zhang, Lei;Hu, Qiyue;Wan, Hong;Feng, Jun;Bai, Chang;He, Feng;Tao, Weikang. And the article was included in European Journal of Medicinal Chemistry in 2022.Formula: C7H7BrFN This article mentions the following:

The RAS-RAF-MEK-ERK signaling pathway plays a key role to regulate multiple cellular functions. Acquired resistance to the first-generation RAF inhibitors that only targeted the bRAF^V600E mutation prompted the need for a new generation of RAF inhibitors to target cancers bearing mutant RAS and wild type RAF activity by inhibition of paradoxical activation. Starting from the company’s previously reported RAF inhibitor 1 (I), extensive drug potency and drug-like properties optimizations led to the discovery of mol. 33 (SHR902275, II) with greatly improved in vitro potency and solubility Mol. 33 exhibited good DMPK (Drug Metabolism and Pharmacokinetics) properties, excellent permeability, and outstanding mouse/rat oral PK. It was further evaluated in an in vivo RAS mutant Calu6 xenograft mouse model and demonstrated dose dependent efficacy. To achieve high exposure in a toxicity study, pro-drug 48 (III) was also explored. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-fluoro-4-methylaniline (cas: 945244-29-1Formula: C7H7BrFN).

5-Bromo-2-fluoro-4-methylaniline (cas: 945244-29-1) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Formula: C7H7BrFN

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary