Tag: 100-200

Chiral Bis(NHC)-Palladium(II) Complex Catalyzed and Diethylzinc-Mediated Enantioselective Umpolung Allylation of Aldehydes was written by Wang, Wenfeng;Zhang, Tao;Shi, Min. And the article was included in Organometallics in 2009.Application In Synthesis of 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

A series of chiral bis(NHC)-Pd(II) complexes bearing different coordinating counterions have been prepared and successfully applied in Et₂Zn-mediated enantioselective umpolung allylation of aldehydes with cyclohexenyl acetate, affording the homoallylic alcs. in moderate to excellent yields (up to 96%), modest enantioselectivities (54%-66% ee), and good to excellent syn diastereoselectivities (up to 99:1 dr). In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Application In Synthesis of 2-(Bromomethyl)-1,3-dimethylbenzene).

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. 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.Application In Synthesis of 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

One-pot synthesis of substituted dibenzoxazepinones and pyridobenzoxazepinones using octacarbonyldicobalt as an effective CO source was written by Anchan, Kavitha;Baburajan, Poongavanam;Puttappa, Nagaswarupa H.;Kumar Sarkar, Sujit. And the article was included in Synthetic Communications in 2020.Quality Control of 3-Bromo-4-fluorotoluene This article mentions the following:

A facile one-pot protocol for the synthesis of substituted dibenzoxazepinones I (R = H, 2-F, 2-Me, 3-OMe; R¹ = H, 7-Me, 8-Cl, 9-Me, etc.) and pyridobenzoxazepinones II (R² = H, 3-Me, 2-Me; R³ = H, 8,9-Cl₂, 9-Me, 8-Cl, 9-Cl) from com. available aryl/heteroaryl halides 2-X-R⁴C₆H₃X¹ (R⁴ = H, 4-F, 4-Me, 4-OMe; X = F, Cl; X¹ = I, Br)/III (X² = F, Cl; R⁵ = H, 5-Me, 6-Me) and amino phenols 2-NH-3-R⁶-4-R⁷-5-R⁸C₆HOH (R⁶ = H, Me; R⁷ = H, Cl, ; R⁸ = H, Cl, Me) using octacarbonyldicobalt (Co₂(CO)₈) as an effective metal carbonyl source has been demonstrated. This method proceeds via the sequential coupling of aryl/heteroaryl halides with aminophenol by amidation and intramol. cyclization to give dibenzoxazepinones I/pyridobenzoxazepinones II. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0Quality Control of 3-Bromo-4-fluorotoluene).

3-Bromo-4-fluorotoluene (cas: 452-62-0) 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. 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 3-Bromo-4-fluorotoluene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of Potent and Orally Bioavailable Dihydropyrazole GPR40 Agonists was written by Shi, Jun;Gu, Zhengxiang;Jurica, Elizabeth Anne;Wu, Ximao;Haque, Lauren E.;Williams, Kristin N.;Hernandez, Andres S.;Hong, Zhenqiu;Gao, Qi;Dabros, Marta;Davulcu, Akin H.;Mathur, Arvind;Rampulla, Richard A.;Gupta, Arun Kumar;Jayaram, Ramya;Apedo, Atsu;Moore, Douglas B.;Liu, Heng;Kunselman, Lori K.;Brady, Edward J.;Wilkes, Jason J.;Zinker, Bradley A.;Cai, Hong;Shu, Yue-Zhong;Sun, Qin;Dierks, Elizabeth A.;Foster, Kimberly A.;Xu, Carrie;Wang, Tao;Panemangalore, Reshma;Cvijic, Mary Ellen;Xie, Chunshan;Cao, Gary G.;Zhou, Min;Krupinski, John;Whaley, Jean M.;Robl, Jeffrey A.;Ewing, William R.;Ellsworth, Bruce Alan. And the article was included in Journal of Medicinal Chemistry in 2018.Electric Literature of C7H6BrF This article mentions the following:

G protein-coupled receptor 40 (GPR40) has become an attractive target for the treatment of diabetes since it was shown clin. to promote glucose-stimulated insulin secretion. Herein, we report our efforts to develop highly selective and potent GPR40 agonists with a dual mechanism of action, promoting both glucose-dependent insulin and incretin secretion. Employing strategies to increase polarity and the ratio of sp³/sp² character of the chemotype, we identified BMS-986118 (compound I), which showed potent and selective GPR40 agonist activity in vitro. In vivo, compound I demonstrated insulinotropic efficacy and GLP-1 secretory effects resulting in improved glucose control in acute animal models. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0Electric Literature of C7H6BrF).

3-Bromo-4-fluorotoluene (cas: 452-62-0) 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. 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.Electric Literature of C7H6BrF

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Copper-mediated Intermolecular C-H aminohalogenation of Indoles at Room Temperature was written by Lu, Yuanhui;Zhang, Xiaoxiang;Xiao, Xiaoyu;Huang, Ninghua;Dou, Yadong;Liu, Chenrui;Wei, Wanxing;Zhang, Zhuan;Liang, Taoyuan. And the article was included in Asian Journal of Organic Chemistry in 2022.Electric Literature of C4H4BrNO2 This article mentions the following:

An efficient intermol. C-H aminohalogenation of indoles with azoles and NXS (X=F, Cl, Br, I) was developed to provide 2-azolyl-3-halogenated indoles I [R = H, 6-Me, 5-OMe, etc.; R¹ = 4-Br-1H-pyrazol-1-yl, 4-Cl-1H-pyrazol-1-yl, 4-Br-3,5-(Me)₂-1H-pyrazol-1-yl, etc.; R² = Me, Et, Bn, etc.; R³ = F, Cl, Br, I] in one single operation. In addition, this attractive route for the synthesis of compounds I was of great significance due to the product’s versatile reactivity for further transformations. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Electric Literature of C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. 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 C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of C₂-Symmetric Chiral Spirocyclic Phase-Transfer Catalysts: Synthesis and Application to Asymmetric Alkylation of Glycinate Schiff Base was written by Xu, Changming;Qi, Yinsheng;Yang, Xinshuang;Li, Xiangfan;Li, Zhenpeng;Bai, Lei. And the article was included in Organic Letters in 2021.Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

A class of C₂-sym. chiral spirocyclic phase-transfer catalysts based on the tetramethyl-1,1′-spirobiindane scaffold such as I璺疊r^– was synthesized from com. available bisphenol A in 12 steps in 22-25% total yields; the scaffold features a more rigid and stable backbone and smaller dihedral angles and can be easily modified. These catalysts show high catalytic performance in the asym. alkylation of tert-Bu glycinate Schiff base Ph₂C:NCH₂CO₂t-Bu at only 2 mol % catalyst loading, giving nonracemic protected 浼?amino acid esters such as (R)-Ph₂C:NCH(CH₂Ph)CO₂t-Bu in up to 92% yield and 98% ee. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reductive coupling of benzyl oxalates with highly functionalized alkyl bromides by nickel catalysis was written by Yan, Xiao-Biao;Li, Chun-Ling;Jin, Wen-Jie;Guo, Peng;Shu, Xing-Zhong. And the article was included in Chemical Science in 2018.Application In Synthesis of 1-Bromo-4-methoxybutane This article mentions the following:

Coupling reactions involving non-sulfonated C-O electrophiles provide a promising method for forming C-C bonds, but the incorporation of functionalized or secondary alkyl groups remains a challenge due to the requirement for well-defined alkylmetal species. In this study, a reductive nickel-catalyzed cross-coupling of benzyl oxalates with alkyl bromides, using oxalate as a new leaving group is reported. A broad range of highly functionalized alkyl units (such as functional groups: alkyl chloride, alc., aldehyde, amine, amide, boronate ester, ether, ester, heterocycle, phosphonate, strained ring) were efficiently incorporated at the benzylic position. The utility of this synthetic method was further demonstrated by late-stage modification of complex bioactive compounds Preliminary mechanistic experiments revealed that a radical process might be involved in the reaction. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Application In Synthesis of 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. 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.Application In Synthesis of 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design of Potent and Proteolytically Stable Biaryl-Stapled GLP-1R/GIPR Peptide Dual Agonists was written by Yang, Yifang;Lee, Candy;Reddy, Reddy Rajasekhar;Huang, David J.;Zhong, Weixia;Nguyen-Tran, Van T. B.;Shen, Weijun;Lin, Qing. And the article was included in ACS Chemical Biology in 2022.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Recent clin. trials have revealed that the chimeric peptide hormones simultaneously activating glucagon-like peptide-1 receptor (GLP-1R) and glucose-dependent insulinotropic polypeptide receptor (GIPR) demonstrate superior efficacy in glycemic control and body weight reduction, better than those activating the GLP-1R alone. However, the linear peptide-based GLP-1R/GIPR dual agonists are susceptible to proteolytic cleavage by common digestive enzymes present in the gastrointestinal tract and thus not suitable for oral administration. Here, we report the design and synthesis of biaryl-stapled peptides, with and without fatty diacid attachment, that showed potent GLP-1R/GIPR dual agonist activities. Compared to a linear peptide dual agonist and semaglutide, the biaryl-stapled peptides displayed drastically improved proteolytic stability against the common digestive enzymes. Furthermore, two stapled peptides showed excellent efficacy in an oral glucose tolerance test in mice, owing to their potent receptor activity in vitro and good pharmacokinetics exposure upon s.c. injection. By exploring a more comprehensive set of biaryl staplers, we expect that this stapling method could facilitate the design of the stapled peptide-based dual agonists suitable for oral administration. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Application In Synthesis of 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Photoswitching of Local (Anti)Aromaticity in Biphenylene-Based Diarylethene Molecular Switches was written by Kalapos, Peter Pal;Mayer, Peter J.;Gazdag, Tamas;Demeter, Attila;Oruganti, Baswanth;Durbeej, Bo;London, Gabor. And the article was included in Journal of Organic Chemistry in 2022.Recommanded Product: 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Photoinduced tuning of (anti)aromaticity and associated mol. properties is currently in the focus of attention for both tailoring photochem. reactivity and designing new materials. Here, we report on the synthesis and spectroscopic characterization of diarylethene-based mol. switches embedded in a biphenylene structure composed of rings with different levels of local (anti)aromaticity. We show that it is possible to modulate and control the (anti)aromatic character of each ring through reversible photoswitching of the aryl units of the system between open and closed forms. Remarkably, it is shown that the irreversible formation of an annulated bis(dihydro-thiopyran) side-product that hampers the photoswitching can be efficiently suppressed when the aryl core formed by thienyl groups in one switch is replaced by thiazolyl groups in another. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Recommanded Product: 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enhanced Reactivity for Aromatic Bromination via Halogen Bonding with Lactic Acid Derivatives was written by Baker, Sarah I.;Yaghoubi, Mahshid;Bidwell, Samantha L.;Pierce, Savannah L.;Hratchian, Hrant P.;Baxter, Ryan D.. And the article was included in Journal of Organic Chemistry in 2022.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Herein, a new method for regioselective aromatic bromination using lactic acid derivatives as halogen bond acceptors with N-bromosuccinimide (NBS) is reported. Several structural analogs of lactic acid affected the efficiency of aromatic brominations, presumably via Lewis acid/base halogen-bonding interactions. Rate comparisons of aromatic brominations demonstrated the reactivity enhancement available via catalytic additives capable of halogen bonding. Computational results demonstrated that Lewis basic additives interact with NBS to increase the electropos. character of bromine prior to electrophilic transfer. An optimized procedure using catalytic mandelic acid under aqueous conditions at room temperature has been developed to promote aromatic bromination on a variety of arene substrates with complete regioselectivity. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Application In Synthesis of 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. 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.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mechanochemical Aliphatic Iodination (and Bromination) by Cascaded Cyclization was written by Bal, Ankita;Kumar Dinda, Tarun;Mal, Prasenjit. And the article was included in Asian Journal of Organic Chemistry in 2022.Category: bromides-buliding-blocks This article mentions the following:

Herein, the synthesis of oxazoline derivatives I [Ar = Ph, 4-MeC₆H₄, 3-BrC₆H₄, etc.] from N-allyl benzamides via mechanochem. cascaded cyclization and halogenation using N-iodo- and N-bromosuccinimides, resp., as bifunctional reagents was demonstrated. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Category: bromides-buliding-blocks).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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 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