Tag: 200-300

HCF₂Se/HCF₂S Installation by Tandem Substitutions from Alkyl Bromides was written by Zhang, Min;Lin, Jin-Hong;Xiao, Ji-Chang. And the article was included in Journal of Organic Chemistry in 2021.Synthetic Route of C9H11BrO This article mentions the following:

Herein authors describe an efficient construction of HCF₂Se and HCF₂S groups by tandem substitutions between alkyl bromides and a reagent system consisting of MSeCN (or MSCN) and Ph₃P+CF₂H Br-. The tandem process occurs via the first nucleophilic substitution of alkyl bromides by -SeCN (or -SCN) and the subsequent nucleophilic difluoromethylation. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Synthetic Route of 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Synthetic Route of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Visible-Light Photoredox Decarboxylation of Perfluoroarene Iodine(III) Trifluoroacetates for C-H Trifluoromethylation of (Hetero)arenes was written by Yang, Bin;Yu, Donghai;Xu, Xiu-Hua;Qing, Feng-Ling. And the article was included in ACS Catalysis in 2018.Product Details of 957207-58-8 This article mentions the following:

A scalable and operationally simple decarboxylative trifluoromethylation of (hetero)arenes with easily accessible C₆F₅I(OCOCF₃)₂ under photoredox catalysis has been developed. This method is tolerant of various (hetero)arenes and functional groups. Notably, C₆F₅I is recycled from the decarboxylation reaction and further used for the preparation of C₆F₅I(OCOCF₃)₂. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the application of trifluoroacetic acid in trifluoromethylation reactions. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-(trifluoromethyl)benzoate (cas: 957207-58-8Product Details of 957207-58-8).

Methyl 4-bromo-2-(trifluoromethyl)benzoate (cas: 957207-58-8) 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.Product Details of 957207-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular Borylation via Sequential B-Mes Bond Cleavage for the Divergent Synthesis of B,N,B-Doped Benzo[4]helicenes was written by Knoeller, Julius A.;Meng, Guoyun;Wang, Xiang;Hall, David;Pershin, Anton;Beljonne, David;Olivier, Yoann;Laschat, Sabine;Zysman-Colman, Eli;Wang, Suning. And the article was included in Angewandte Chemie, International Edition in 2020.Synthetic Route of C8H8Br2 This article mentions the following:

New sym. and unsym. B,N,B-doped benzo[4]helicenes 3–6闁?strong>a/b have been achieved in good yields, using a three-step process, starting from N(tolyl)₃ in a highly divergent manner (7 examples). A borinic acid functionalized 1,4-B,N-anthracene 1 was found to display unprecedented reactivity, acting as a convenient and highly effective precursor for selective formation of bromo-substituted B,N,B-benzo[4]helicenes 2闁?strong>a/2闁?strong>b via intramol. borylation and sequential B-Mes bond cleavage in the presence of BBr₃. Subsequent reaction of 2闁?strong>a/2闁?strong>b with Ar-Li provided a highly effective toolbox for the preparation of sym./unsym. functionalized B,N,B-helicenes. Their high photoluminescence quantum yields along with the small 闁剧粯婀?sub>ST suggest their potential as thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs). In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Synthetic Route of C8H8Br2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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. 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.Synthetic Route of C8H8Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Direct Synthesis of Pyrazolo[5,1-a]isoindoles via Intramolecular Palladium-Catalyzed C-H Bond Activation was written by Choi, Young Lok;Lee, Hyuk;Kim, Bum Tae;Choi, Kihang;Heo, Jung-Nyoung. And the article was included in Advanced Synthesis & Catalysis in 2010.Synthetic Route of C7H5Br2F This article mentions the following:

An efficient, direct synthesis of pyrazolo[5,1-a]isoindoles, e.g., I, employing a palladium-catalyzed intramol. C-H bond activation of 1-(2-halobenzyl)pyrazoles has been developed. The use of lithium chloride (LiCl) was found to be essential in these reactions, to suppress further C-H bond activation at the C-3 position of pyrazolo[5,1-a]isoindole, when C-3 is unsubstituted. This protocol can be applied to the synthesis of a pyrazolo[5,1-a]isoquinoline possessing a six-membered central ring system and a fully substituted pyrazolo[5,1-a]isoindole using sequential intra- and intermol. C-H bond activation. 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. 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. Synthetic Route of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of Phthalimide-Donepezil Hybrids as Potent Multitarget- Directed Ligands for the Treatment of Alzheimer’s Disease was written by Yu, Lintao;Shi, Jian;Cheng, Xinfeng;Wang, Keren;Liu, Shuang;Liu, Wenmin;Sang, Zhipei. And the article was included in Letters in Drug Design & Discovery in 2020.COA of Formula: C13H14BrNO2 This article mentions the following:

Due to the complex etiol. of AD, multi-target-directed ligands (MTDLs), combining two or more distinct pharmacol. moieties, have been developed in both symptomatic and disease-modifying efficiencies and are considered as an effective way for the treatment of AD. To test their biol. activities, including AChE/BChE inhibitory activity and MAOA/ MAO-B inhibitory activity. In addition, mol. modeling studies were performed to afford insight into the binding mode. The results displayed that compound 4c showed the best AChE inhibitory activity with an IC₅₀ value of 4.2 I1/4M, which was supported by the kinetic study and docking study. Compound 4c was also a selective MAO-B inhibitor (IC₅₀ = 8.2 I1/4M). Moreover, compound 4c could cross the blood-brain barrier in vitro. Compound 4c deserved to further study as a potential multifunctional agent for the treatment of Alzheimeraeuros disease. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4COA of Formula: C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine 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.COA of Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and evaluation of the performance of a small molecule library based on diverse tropane-related scaffolds was written by Lowe, Robert A.;Taylor, Dale;Chibale, Kelly;Nelson, Adam;Marsden, Stephen P.. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Application of 61150-57-0 This article mentions the following:

A unified synthetic approach was developed that enabled the synthesis of diverse tropane-related scaffolds. The key intermediates that were exploited were cycloadducts formed by reaction between 3-hydroxypyridinium salts and vinyl sulfones or sulfonamides. The diverse tropane-related scaffolds were formed by addition of substituents to, cyclization reactions of, and fusion of addnl. ring(s) to the key bicyclic intermediates. A set of 53 screening compounds was designed, synthesized and evaluated in order to determine the biol. relevance of the scaffolds accessible using the synthetic approach. Two inhibitors of Hedgehog signalling, and four compounds with weak activity against the parasite P. falciparum, were discovered. Three of the active compounds may be considered to be indotropane or pyrrotropane pseudo natural products in which a tropane is fused with a fragment from another natural product class. It was concluded that the unified synthetic approach had yielded diverse scaffolds suitable for the design of performance-diverse screening libraries. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Application 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闂佺偨鍎茶ぐ绲﹐mine 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. Application of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Directing Group Enhanced Carbonylative Ring Expansions of Amino-Substituted Cyclopropanes: Rhodium-Catalyzed Multicomponent Synthesis of N-Heterobicyclic Enones was written by Shaw, Megan H.;Melikhova, Ekaterina Y.;Kloer, Daniel P.;Whittingham, William G.;Bower, John F.. And the article was included in Journal of the American Chemical Society in 2013.Application of 14425-64-0 This article mentions the following:

Aminocyclopropanes equipped with suitable N-directing groups undergo efficient and regioselective Rh-catalyzed carbonylative C-C bond activation. Trapping of the resultant metallacycles with tethered alkynes provides an atom-economic entry to diverse N-heterobicyclic enones. These studies provide a blueprint for myriad N-heterocyclic methodologies. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application of 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine 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. Application of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors was written by Cowen, Scott D.;Russell, Daniel;Dakin, Leslie A.;Chen, Huawei;Larsen, Nicholas A.;Godin, Robert;Throner, Scott;Zheng, Xiaolan;Molina, Audrey;Wu, Jiaquan;Cheung, Tony;Howard, Tina;Garcia-Arenas, Renee;Keen, Nicholas;Pendleton, Christopher S.;Pietenpol, Jennifer A.;Ferguson, Andrew D.. And the article was included in Journal of Medicinal Chemistry in 2016.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

Protein lysine methyltransferases (KMTs) have emerged as important regulators of epigenetic signaling. These enzymes catalyze the transfer of donor Me groups from the cofactor S-adenosylmethionine to specific acceptor lysine residues on histones, leading to changes in chromatin structure and transcriptional regulation. These enzymes also methylate an array of non-histone proteins, suggesting addnl. mechanisms by which they influence cellular physiol. SMYD2 is reported to be an oncogenic methyltransferase that represses the functional activity of the tumor suppressor proteins p53 and RB. HTS screening led to identification of five distinct substrate-competitive chem. series, e.g., I (X = C, R¹ = H, CN, OMe; X = N, R¹ = H, OMe, NHMe). Determination of liganded crystal structures of SMYD2 contributed significantly to ‘hit-to-lead’ design efforts, culminating in the creation of potent and selective inhibitors that were used to understand the functional consequences of SMYD2 inhibition. Taken together these results have broad implications for inhibitor design against KMTs, and clearly demonstrate the potential for developing novel therapies against these enzymes. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application In Synthesis of 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of lipophilic bisanthracene fluorophores: versatile building blocks toward the synthesis of new light-harvesting dendrimers was written by Takahashi, Masaki;Yamamoto, Ayato;Inuzuka, Toshiyasu;Sengoku, Tetsuya;Yoda, Hidemi. And the article was included in Tetrahedron in 2011.Synthetic Route of C8H6Br2O2 This article mentions the following:

Lipophilic bisanthracene-based fluorophore and its derivatives were synthesized by the Suzuki-Miyaura cross-coupling reaction of 9-anthrylboronic acid with a substituted dibromobenzene. In addition to desirable fluorescent properties, these mol. systems were demonstrated to serve as versatile building blocks toward the synthesis of two types of new light-harvesting dendrimers due to their chem. stability. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Synthetic Route of C8H6Br2O2).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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.Synthetic Route of C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hydrogen-bonded banana liquid crystals was written by Gimeno, Nelida;Ros, Maria Blanca;Serrano, Jose Luis;de la Fuente, Maria Rosario. And the article was included in Angewandte Chemie, International Edition in 2004.Electric Literature of C8H7BrO2 This article mentions the following:

H-bonded bent complexes of benzoic acids (H donor) and nonmesomorphic V-shaped 4′-stilbazoles (H acceptor) give rise to polar smectic C (SmCP) mesophases. The multifunctional character of these noncovalent materials is confirmed through their electrooptical, dielec., and luminescent responses. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Electric Literature of C8H7BrO2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine 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. Electric Literature of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary