Tag: M.W=200-250

Shahzadi, Tayyaba; Saleem, Rahman S. Z.; Chotana, Ghayoor A. published the artcile< Facile Synthesis of Halogen Decorated para-/meta-Hydroxybenzoates by Iridium-Catalyzed Borylation and Oxidation>, Formula: C8H6BrFO2, the main research area is para meta hydroxybenzoate preparation; benzoate ester boronic ester borylation oxidation iridium catalyst.

In this report, a facile preparation of 2,6- and 2,3-disubstituted 4/5-hydroxybenzoates by iridium-catalyzed borylation of resp. disubstituted benzoate esters followed by oxidation is described. This synthetic route allows for the incorporation of halogens in the final hydroxybenzoates with substitution patterns not readily accessible by the traditional routes of aromatic functionalization.

Synthesis published new progress about Aromatic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Formula: C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Yong; Wei, Biaowen; Lin, Hui; Cui, Weirong; Zeng, Xianqiang; Fan, Xiaolin published the artcile< Organocatalyzed Asymmetric Vinylogous Michael Reactions of 3,5-Dialkyl-Substituted 4-Nitroisoxazoles: A Direct Method for the Synthesis of Chiral Isoxazole Derivatives>, Computed Properties of 3893-18-3, the main research area is isoxazole preparation enantioselective; aldehyde unsaturated nitroisoxazole vinylogous Michael addition organocatalyst.

A direct method for the synthesis of chiral isoxazole derivatives I (R = 3-BrC6H4, naphth-1-yl, 2-thienyl, etc.) via asym. vinylogous Michael addition of 3,5-dialkyl-substituted 4-nitroisoxazoles with α,β-unsaturated aldehydes catalyzed by a diphenylprolinol TBS ether organocatalyst is described. This approach provides an easy access to highly functionalized chiral isoxazole derivatives with moderate to good yields and up to excellent enantioselectivities (96% ee).

Advanced Synthesis & Catalysis published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Computed Properties of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Malig, Thomas C.; Kumar, Archana; Kurita, Kenji L. published the artcile< Online and In Situ Monitoring of the Exchange, Transmetalation, and Cross-Coupling of a Negishi Reaction>, HPLC of Formula: 401-78-5, the main research area is exchange transmetalation Cross Coupling Negishi reaction; Online and In Situ Monitoring Negishi reaction.

We have developed a reaction monitoring method which provides quant. information through exchange, transmetalation (TM), and cross-coupling for a Negishi reaction. Online HPLC and ReactIR were used as orthogonal techniques to corroborate time-course data through each step. Excellent agreement between the two techniques was observed through monitoring the magnesium/bromine exchange. Quant. information regarding the TM was gathered via a novel, inline quenching technique facilitated by online HPLC. Quenching reaction aliquots with the electrophile 4-chlorobenzaldehyde allowed us to determine the extent of TM because of its selectivity for reacting with organomagnesiums. After TM, the Negishi reaction was performed and monitored using online LC. Titrating ZnCl2 into a solution of arylmagnesium allowed us to gain insights into zinc speciation in situ. Less than 1 equiv of ZnCl2 was needed to achieve complete TM, evidencing the presence of diorganozincs/arylzincates. Addnl., using substoichiometric quantities of ZnCl2 resulted in higher rates of catalysis for the Negishi reaction.

Organic Process Research & Development published new progress about Negishi coupling reaction. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, HPLC of Formula: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Tiffany Q.; Pedersen, P. Scott; Dow, Nathan W.; Fayad, Remi; Hauke, Cory E.; Rosko, Michael C.; Danilov, Evgeny O.; Blakemore, David C.; Dechert-Schmitt, Anne-Marie; Knauber, Thomas; Castellano, Felix N.; MacMillan, David W. C. published the artcile< Unified Approach to Decarboxylative Halogenation of (Hetero)aryl Carboxylic Acids>, HPLC of Formula: 401-78-5, the main research area is hetero aryl halide preparation photochem; aryl hetero carboxylic acid decarboxylative halogenation copper catalyst.

A general catalytic method for direct decarboxylative halogenation of (hetero)aryl carboxylic acids RC(O)OH (R = 4-sulfamoylphenyl, 5-methylpyridin-2-yl, isoquinolin-1-yl, etc.) via ligand-to-metal charge transfer was reported. This strategy accommodates an exceptionally broad scope of substrates. An aryl radical intermediate is leveraged toward divergent functionalization pathways: (1) atom transfer to access bromo- or iodo(hetero)arenes or (2) radical capture by copper and subsequent reductive elimination to generate chloro- or fluoro(hetero)arenes. The proposed ligand-to-metal charge transfer mechanism is supported through an array of spectroscopic studies.

Journal of the American Chemical Society published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, HPLC of Formula: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rajput, Santosh; Gardner, Christopher R.; Failes, Timothy W.; Arndt, Greg M.; Black, David StC.; Kumar, Naresh published the artcile< Synthesis and anticancer evaluation of 3-substituted quinolin-4-ones and 2,3-dihydroquinolin-4-ones>, Quality Control of 14062-30-7, the main research area is antitumor quinolinone dihydroquinolinone preparation; Anticancer; Dihydroquinolin-4-one; Quinolin-4-one.

A series of 3-aryl-5,7-dimethoxyquinolin-4-ones I [R1 = Ph, 4-BrC6H4, 4-MeC6H4, etc.] and 3-aryl-5,7-dimethoxy-2,3-dihydroquinolin-4-ones II [ R2 = Ph, 4-BrC6H4, 4-MeC6H4, etc.] were synthesized in good yields. Demethylation under a range of conditions afforded the corresponding 5-hydroxy and 5,7-dihydroxy derivatives Biol. evaluation against a range of cancer cells lines showed that the quinolin-4-one scaffold was more cytotoxic than the reduced 2,3-dihydroquinolin-4-one scaffold. The most active monohydroxy compound demonstrated 85.9-99% reduction in cell viability against the cell lines tested.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Quality Control of 14062-30-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Feijun; Zhang, Yong Jian; Yang, Guoqiang; Zhang, Wanbin published the artcile< Highly enantioselective Pd(II)-catalyzed Wacker-type cyclization of 2-allylphenols by use of bisoxazoline ligands with axis-unfixed biphenyl backbone>, Formula: C9H9BrO3, the main research area is oxazoline biphenyl ligand preparation catalyst asym Wacker cyclization; allylphenol asym Wacker cyclization oxazolinylbiphenyl palladium catalyst; benzofuran dihydro asym synthesis.

A series of axis-unfixed bisoxazoline ligands with different steric and electronic properties was synthesized. Due to the different steric interactions, the ligands afforded only one of the two possible diastereomeric Pd(II)-complexes upon metal coordination. The Pd(II) complex of (S,aS)-2,2′-dioxazolin-2-ylbiphenyl I showed excellent catalytic activities and enantioselectivities in Wacker-type cyclization of allylphenols with ≤98% ee.

Tetrahedron Letters published new progress about Allylic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Formula: C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Kaiheng; Sheng, Xiang; Deiana, Luca; Svensson Grape, Erik; Ken Inge, A.; Himo, Fahmi; Cordova, Armando published the artcile< Solvent Dependency in Stereoselective δ-Lactam Formation of Chiral α-Fluoromalonate Derivatives: Stereodivergent Synthesis of Heterocycles with Fluorine Containing Stereocenters Adjacent to Tertiary Stereocenters>, SDS of cas: 3893-18-3, the main research area is bicyclic lactam stereoselective preparation.

The discovery and investigation of solvent dependency in stereoselective intramol. amidation of chiral 5-aminofunctionalized-2-fluoromalonate ester derivatives, which gave access to highly functionalized δ-lactams with a quaternary fluorine-containing stereocenter was disclosed. Exptl. work together with d. functional theory calculations led to understanding of how to direct and switch the stereochem. outcome of the stereoselective δ-lactam formation. The merging of this solvent-dependent stereoselective switch with asym. catalysis and cascade reactions gave access to an unprecedented strategy for stereodivergent synthesis of all possible stereoisomers of fluorine-containing stereocenters adjacent to tertiary stereocenters of a wide range of heterocyclic compounds with 95->99% ee in one-pot. It was also useful for application in total synthesis of fluorine-containing pharmaceuticals.

Advanced Synthesis & Catalysis published new progress about Amidation (intramol.). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, SDS of cas: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Zongfan; Hao, Wenjing; Su, Xi; Zhang, Ting; Chen, Weihua; Zhang, Guang; Chen, Long published the artcile< Metallosalphen-Based 2D Covalent Organic Frameworks with an Unprecedented tju Topology via K-Shaped Two-in-One Monomers>, Reference of 3480-11-3, the main research area is preparation transition metal salphen covalent organic framework topol condensation; transition metal salphen COF photocatalytic bromination methyl phenyl ether.

Increasing research interest was raised in two-dimensional covalent organic frameworks (2-dimensional COFs) probably due to their intriguing structural features and versatile functions. However, due to the relatively limited configuration of precursors, the documented 2-dimensional COFs to date were limited to only nine topologies which greatly restricts their development. Herein, the authors newly designed and synthesized three K-shaped two-in-one building units (Ni-Salphen, Cu-Salphen, and Zn-Salphen), which not only feature a special configuration distinguished from the reported monomers but also integrate metallosalphen functional moieties. Self-polycondensation of these K-shaped monomers facilely afforded three new metallosalphen-based COFs (Ni-Salphen-COF, Cu-Salphen-COF, and Zn-Salphen-COF) with an unprecedented tju topol. (tju = Tianjin University) that does not exist in the database of ToposPro. Regarding to the densely and uniformly distributed metallosalphens in the skeletons, the photocatalytic bromination performance of the three COFs were further investigated. Among them, Ni-Salphen-COF exhibited the highest performance on both conversion efficiency (>99%) and selectivity (>90%).

Chemistry of Materials published new progress about Alkyl aryl ethers, aryl Me Role: RCT (Reactant), RACT (Reactant or Reagent). 3480-11-3 belongs to class bromides-buliding-blocks, and the molecular formula is C8H5BrS2, Reference of 3480-11-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Shuang-Shuang; Mo, Zu-Yu; Chen, Yan-Yan; Xu, Yan-Li published the artcile< Synthesis of Selenyl-Substituted Quinoline Derivatives via Substrate-Controlled Three-Component Domino Reactions>, Computed Properties of 29124-57-0, the main research area is cyclohexanedione aminobenzaldehyde diselenide tandem three component selenylation; selenyl dihydroacridinone preparation; alkanedione aminobenzaldehyde diselenide tandem three component selenylation; diselenoacetyl quinoline preparation.

A simple and efficient method for the preparation of selenyl-substituted quinoline derivatives through a Csp3 selenylation of in-situ generated 3-acetyl quinolines was developed. This protocol was easy to handle, scalable and good functional group tolerant, providing a rapid method to 3-selenoacetyl quinoline and 3-diselenoacetyl quinoline derivatives

Journal of Organic Chemistry published new progress about Acridines Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 29124-57-0 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO, Computed Properties of 29124-57-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Carrico, Dora; Ohkanda, Junko; Kendrick, Howard; Yokoyama, Kohei; Blaskovich, Michelle A.; Bucher, Cynthia J.; Buckner, Frederick S.; Van Voorhis, Wesley C.; Chakrabarti, Debopam; Croft, Simon L.; Gelb, Michael H.; Sebti, Said M.; Hamilton, Andrew D. published the artcile< In vitro and in vivo antimalarial activity of peptidomimetic protein farnesyltransferase inhibitors with improved membrane permeability>, Computed Properties of 16426-64-5, the main research area is FRI2148 prodrug preparation antimalarial Plasmodium farnesyltransferase inhibitor.

A series of protein farnesyltransferase inhibitor ester prodrugs of FTI-2148 were synthesized in order to evaluate the effects of ester structure modification on antimalarial activity and for further development of a farnesyltransferase inhibitor with in vivo activity. Evaluation against P. falciparum in red blood cells showed that all the investigated esters exhibited significant antimalarial activity, with the benzyl ester 16 showing the best inhibition (ED50 = 150 nM). Addnl., compound I displayed in vivo activity and was found to suppress parasitemia by 46.1% at a dose of 50 mg kg-1 day-1 against Plasmodium berghei in mice. The enhanced inhibition potency of the esters is consistent with improved cell membrane permeability compared to that of the free acid. The results of this study suggest that protein farnesyltransferase is a valid antimalarial drug target and that the antimalarial activity of these compounds derives from a balance between the hydrophobic character and the size and conformation of the ester moiety.

Bioorganic & Medicinal Chemistry published new progress about Antimalarials. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Computed Properties of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary