Tag: 200-300

On-Water Synthesis of Biaryl Sulfonyl Fluorides was written by Chinthakindi, Praveen K.;Kruger, Hendrik G.;Govender, Thavendran;Naicker, Tricia;Arvidsson, Per I.. And the article was included in Journal of Organic Chemistry in 2016.Recommanded Product: 3-Bromobenzene-1-sulfonyl fluoride This article mentions the following:

Herein, we report an efficient, ligand-free, and additive-free Suzuki-Miyaura coupling that is compatible with the aromatic sulfonyl fluoride functional group. The protocol proceeds at room temperature, on water, and offers facile access to a wide range of biaryl sulfonyl fluorides as bioorthogonal “click” reagents. In the experiment, the researchers used many compounds, for example, 3-Bromobenzene-1-sulfonyl fluoride (cas: 454-65-9Recommanded Product: 3-Bromobenzene-1-sulfonyl fluoride).

3-Bromobenzene-1-sulfonyl fluoride (cas: 454-65-9) 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. 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.Recommanded Product: 3-Bromobenzene-1-sulfonyl fluoride

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations was written by Zhang, Wei;Mo, Jia Yi;He, Weiying;Kennepohl, Pierre;Sammis, Glenn M.. And the article was included in Chemistry – A European Journal in 2019.Related Products of 61150-57-0 This article mentions the following:

Tetrahydrophthalazine derivatives found important applications in pharmaceutical research, but existing synthetic methods are unable to access them regio- and stereoselectively. Here, a new approach is presented that addresses these challenges by using a 6-endo-trig radical cyclization in the key step. The desired tetrahydrophthalazines can be accessed in high yields (55-98 %) and high diastereoselectivities for the trans-product (>95:5) starting either from readily accessible hydrazones, or from the corresponding aldehydes and substituted Boc-hydrazides in a one-pot process. The synthetic versatility of the tetrahydrophthalazine core was demonstrated by its straightforward conversion to dihydro-phthalazines, phthalazines, or pyrazolo dione derivatives Furthermore, the N-N bond was reduced to afford a new route to 1,4-diamines. 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. 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). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Related Products of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A novel method to access chiral nonnatural 2,4-disubstituted pyrrolidines from aldehydes and nitroolefins only with an α-substituent was written by Zheng, Bo;Wang, Hui;Han, Yong;Liu, Changlu;Peng, Yungui. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.Reference of 14425-64-0 This article mentions the following:

α-Substituted-γ-nitropentanals I [R = Me₂CH, Me(CH₂)_n, Ph; R¹ = Ph, 4-MeOC₆H₄, 2-ClC₆H₄, 3-ClC₆H₄, 2-BrC₆H₄, H, TBDMSO; n = 1-7; TBDMS = tert-butyldimethylsilyl] [or ent-I (R = EtCH₂; R¹ = TBDMSO)] were prepared in 56-86% yields, in 79:21-99:1 dr, and in 70-98% ee by addition of aldehydes RCH₂CHO to α-substituted nitroalkenes R¹CH₂C(NO₂):CH₂ in the presence of a nonracemic N-siloxypyrrolidinylmethyl triflimide II (TBDPS = tert-butyldiphenylsilyl; Tf = F₃CSO₂) and 4-nitrobenzoic acid in DMF. Reduction of the nitro groups of I (R = Me₂CH, EtCH₂, PhCH₂; R¹ = Ph, TBDMS) followed by intramol. reductive amination yielded the nonracemic pyrrolidines III (R = Me₂CH, EtCH₂, PhCH₂; R² = Ph, HO) in 46-70% yields and in 70-96% ee. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Reference of 14425-64-0).

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. 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 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Iron-Catalyzed Difluoromethylation of Arylzincs with Difluoromethyl 2-Pyridyl Sulfone was written by Miao, Wenjun;Zhao, Yanchuan;Ni, Chuanfa;Gao, Bing;Zhang, Wei;Hu, Jinbo. And the article was included in Journal of the American Chemical Society in 2018.Computed Properties of C16H17Br This article mentions the following:

In the presence of Fe(acac)₃ and N,N,N’,N’-tetramethylethylenediamine, arylzinc reagents (in most cases generated in situ from aryl Grignard reagents) underwent difluoromethylation reactions with difluoromethyl 2-pyridinyl sulfone at -40° to ambient temperature to yield difluoromethylarenes. Reaction of a difluoropentenyl 2-pyridinyl sulfone with an in situ-generated diarylzinc reagent yielded an arylmethyldifluorocyclopentane, implying the involvement of radical species in the iron-catalyzed difluoromethylation; the reaction was inhibited by TEMPO, BHT, and 1,4-dinitrobenzene. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Computed Properties of C16H17Br).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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.Computed Properties of C16H17Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stereospecific Overman Rearrangement of Substituted Cyclic Vinyl Bromides: Access to Fully Substituted α-Amino Ketones was written by Velasco-Rubio, Alvaro;Alexy, Eric J.;Yoritate, Makoto;Wright, Austin C.;Stoltz, Brian M.. And the article was included in Organic Letters in 2019.Computed Properties of C9H11BrO This article mentions the following:

A versatile thermal Overman rearrangement of enantioenriched, cyclic allylic alcs. providing tertiary allylic amines has been developed. The vinyl bromide used to control enantioselectivity in a preceding CBS reduction is utilized as a synthetic handle for the preparation of tertiary α-amino ketones and related derivatives in an asym. fashion. 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. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Computed Properties of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of 6,6′-Bis(dimethylamino)- and 6,6′-Dibromo-Substituted 2,2′-Diphosphinylbiphenyls and Their Palladium Complexes was written by Petzold, Holm;Alrawashdeh, Albara I. S.;Heider, Silvio;Haufe, Linda;Rueffer, Tobias. And the article was included in European Journal of Inorganic Chemistry in 2013.Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline This article mentions the following:

New 6,6′-dibromo- and 6,6′-bis(dimethylamino)-substituted 2,2′-diphosphinylbiphenyl ligands 11–14 were prepared starting from 2,2′-dibromo-4,4′-dimethyl-6,6′-dinitro-1,1′-biphenyl (4). Depending on the phosphine groups [diphenylphosphinyl (11, 13) or diisopropylphosphinyl (12, 14)] the Pd dichloride complexes show different coordination symmetry. Whereas the smaller diphenylphosphinyl groups lead to C₂-sym. complexes, the resp. bis(diisopropyl)phosphines 12 and 14 form C₁-sym. complexes that show fluxional behavior due to the restricted rotation of the iso-Pr groups as well as the exchange of atom positions within the C₁-sym. conformer. All complexes were tested as precatalysts in the Suzuki-Miyaura cross coupling reaction of 2-bromotoluene and phenylboronic acid. The activity of the catalytic system increases with the size of the diphosphines and the donating ability of the ligand. In contrast to C₂-sym. Pd complex 15, Pt complex 19 is C₁-sym. in the solid state despite the fact that both complexes have the small bis(diphenylphosphinyl)-substituted diphosphine ligand 11 in common. NiBr₂ adduct 20 with a similar diphosphine 13 exists as a mixture of distorted square-planar and tetrahedral coordination sphere geometries in equilibrium with each other. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) 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. 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.Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO₂ system was written by Li, Hui-Jing;Wu, Ying-Ying;Wu, Qin-Xi;Wang, Rui;Dai, Chun-Yang;Shen, Zhi-Lun;Xie, Cheng-Long;Wu, Yan-Chao. And the article was included in Organic & Biomolecular Chemistry in 2014.Electric Literature of C7H7BrO2 This article mentions the following:

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO₂ system generates salicyl alcs. in 65-97% yields. A remarkable rate-enhancement by water was observed, and NaBO₂ appeared to serve the dual role of a suitable base and an efficient chelating reagent. This protocol possesses many advantages such as short reaction times, expanded substrate scope, and high mono- and regio-selectivities. The exptl. results were explained by the calculations based on local ionization energy min., leading to a possible reaction mechanism. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-(hydroxymethyl)phenol (cas: 170434-11-4Electric Literature of C7H7BrO2).

5-Bromo-2-(hydroxymethyl)phenol (cas: 170434-11-4) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C7H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structurally Simple Inhibitors of Lanosterol 14α-Demethylase Are Efficacious In a Rodent Model of Acute Chagas Disease was written by Suryadevara, Praveen Kumar;Olepu, Srinivas;Lockman, Jeffrey W.;Ohkanda, Junko;Karimi, Mandana;Verlinde, Christophe L. M. J.;Kraus, James M.;Schoepe, Jan;Van Voorhis, Wesley C.;Hamilton, Andrew D.;Buckner, Frederick S.;Gelb, Michael H.. And the article was included in Journal of Medicinal Chemistry in 2009.Category: bromides-buliding-blocks This article mentions the following:

We report structure-activity studies of a large number of dialkyl imidazoles as inhibitors of Trypanosoma cruzi lanosterol-14α-demethylase (L14DM). The compounds have a simple structure compared to posaconazole, another L14DM inhibitor that is an anti-Chagas drug candidate. Several compounds display potency for killing T. cruzi amastigotes in vitro with values of EC₅₀ in the 0.4-10 nM range. Two compounds were selected for efficacy studies in a mouse model of acute Chagas disease. At oral doses of 20-50 mg/kg given after establishment of parasite infection, the compounds reduced parasitemia in the blood to undetectable levels, and anal. of remaining parasites by PCR revealed a lack of parasites in the majority of animals. These dialkyl imidazoles are substantially less expensive to produce than posaconazole and are appropriate for further development toward an anti-Chagas disease clin. candidate. 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. 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). 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Multitarget Approach for the Treatment of Alzheimer’s Disease: Inhibition of Phosphodiesterase 9 (PDE9) and Histone Deacetylases (HDACs) Covering Diverse Selectivity Profiles was written by Rabal, Obdulia;Sanchez-Arias, Juan A.;Cuadrado-Tejedor, Mar;de Miguel, Irene;Perez-Gonzalez, Marta;Garcia-Barroso, Carolina;Ugarte, Ana;Estella-Hermoso de Mendoza, Ander;Saez, Elena;Espelosin, Maria;Ursua, Susana;Tan, Haizhong;Wu, Wei;Xu, Musheng;Pineda-Lucena, Antonio;Garcia-Osta, Ana;Oyarzabal, Julen. And the article was included in ACS Chemical Neuroscience in 2019.Computed Properties of C9H8BrFO2 This article mentions the following:

Here, we present a series of dual-target phosphodiesterase 9 (PDE9) and histone deacetylase (HDAC) inhibitors devised as pharmacol. tool compounds for assessing the implications of these two targets in Alzheimer’s disease (AD). These novel inhibitors were designed taking into account the key pharmacophoric features of known selective PDE9 inhibitors as well as privileged chem. structures, bearing zinc binding groups (hydroxamic acids and ortho-amino anilides) that hit HDAC targets. These substituents were selected according to rational criteria and previous knowledge from our group to explore diverse HDAC selectivity profiles (pan-HDAC, HDAC6 selective, and class I selective) that were confirmed in biochem. screens. Their functional response in inducing acetylation of histone and tubulin and phosphorylation of cAMP response element binding (CREB) was measured as a requisite for further progression into complete in vitro absorption, distribution, metabolism and excretion (ADME) and in vivo brain penetration profiling. Compound 31b, a selective HDAC6 inhibitor with acceptable brain permeability, was chosen for assessing in vivo efficacy of these first-in-class inhibitors, as well as studying their mode of action (MoA). In the experiment, the researchers used many compounds, for example, Ethyl 4-bromo-3-fluorobenzoate (cas: 1130165-74-0Computed Properties of C9H8BrFO2).

Ethyl 4-bromo-3-fluorobenzoate (cas: 1130165-74-0) 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. 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.Computed Properties of C9H8BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Fluorinated Acridines via Sequential Micellar Buchwald-Hartwig Amination/Cyclization of Aryl Bromides was written by Vaghi, Luca;Sanzone, Alessandro;Sassi, Mauro;Pagani, Simone;Papagni, Antonio;Beverina, Luca. And the article was included in Synthesis in 2018.Computed Properties of C8H4BrF3O This article mentions the following:

Fluorinated unsym. acridines were efficiently prepared by means of a tandem micellar Buchwald-Hartwig amination followed by an acid-promoted cyclization. The overall process was advantageous with respect to previously described protocols both in terms of efficiency and sustainability. The role of the cosolvent in the amination step was highlighted, demonstrating that rather than resorting to highly expensive catalysts, Buchwald-Hartwig aminations could be straightforwardly carried out by tuning the reaction site polarity. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Computed Properties of C8H4BrF3O).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Computed Properties of C8H4BrF3O

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary