Tag: M.W=200-250

Zheng, Yan-Long; Newman, Stephen G. published the artcile< Nickel-Catalyzed Domino Heck-Type Reactions Using Methyl Esters as Cross-Coupling Electrophiles>, Electric Literature of 17100-65-1, the main research area is nickel catalyst Heck Suzuki Miyaura coupling methyl ester electrophile; cross-coupling; cyclizations; esters; homogeneous catalysis; nickel.

While esters are frequently used as traditional electrophiles in substitution chem., their application in cross-coupling chem. is still in its infancy. Me esters can be used as coupling electrophiles in Ni-catalyzed Heck-type reactions through the challenging cleavage of the C(acyl)-O bond under relatively mild reaction conditions at either 80 or 100°. With the σ-NiII intermediate generated from the insertion of acyl NiII species into the tethered C:C bond, carbonyl-retentive products were formed by domino Heck/Suzuki-Miyaura coupling and Heck/reduction pathways when organoboron and mild hydride nucleophiles were used.

Angewandte Chemie, International Edition published new progress about Cross-coupling reaction. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Electric Literature of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Boudreau, Marc A.; Ding, Derong; Meisel, Jayda E.; Janardhanan, Jeshina; Spink, Edward; Peng, Zhihong; Qian, Yuanyuan; Yamaguchi, Takao; Testero, Sebastian A.; O’Daniel, Peter I.; Leemans, Erika; Lastochkin, Elena; Song, Wei; Schroeder, Valerie A.; Wolter, William R.; Suckow, Mark A.; Mobashery, Shahriar; Chang, Mayland published the artcile< Structure-Activity Relationship for the Oxadiazole Class of Antibacterials>, Safety of 2-Bromo-4-(trifluoromethyl)phenol, the main research area is structure preparation oxadiazole derivative antibacterial.

A structure-activity relationship (SAR) for the oxadiazole class of antibacterials was evaluated by syntheses of 72 analogs and determination of the minimal-inhibitory concentrations (MICs) against the ESKAPE panel of bacteria. Selected compounds were further evaluated for in vitro toxicity, plasma protein binding, pharmacokinetics (PK), and a mouse model of methicillin-resistant Staphylococcus aureus (MRSA) infection. Oxadiazole 72c shows potent in vitro antibacterial activity, exhibits low clearance, a high volume of distribution, and 41% oral bioavailability, and shows efficacy in mouse models of MRSA infection.

ACS Medicinal Chemistry Letters published new progress about Antibacterial agent resistance. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Safety of 2-Bromo-4-(trifluoromethyl)phenol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Katkova, Svetlana A.; Mikherdov, Alexander S.; Sokolova, Elina V.; Novikov, Alexander S.; Starova, Galina L.; Kinzhalov, Mikhail A. published the artcile< Intermolecular (Isocyano group)···PtII interactions involving coordinated isocyanides in cyclometalated PtII complexes>, Application of C6H4BrClFN, the main research area is platinum isocyanide cyclometalated complex preparation crystal structure DFT luminescence.

A series of platinum(II) isocyanide complexes [Pt(ppy)Cl(CNR)] (ppy = 2-phenylpyridinato-C2,N; R = Mes 1, C6H2-2,6-Me2-4-Br 2, C6H2-2-F-3-Cl-4-Br 3, naphthalen-2-yl 4) were prepared and characterized by high resolution ESI-MS, 1D and 2D NMR, IR, UV-visible absorption, and photoluminescence spectroscopies, as well as single-crystal x-ray diffraction. Anal. of x-ray diffraction data allowed the authors to identify (isocyano group)···PtII interactions where the nitrogen atom of the isocyano group acts as a π-hole donor toward a d2z-orbital of PtII. The presence of these noncovalent interactions was confirmed by DFT calculations followed by NCI anal. and topol. anal. of the electron d. distribution within the framework of Bader’s theory (QTAIM method). Processing of CSD data allowed verification of the contacts between coordinated isocyano moieties and various d9 and d8- metal-centers (AuI, AuIII, AgI, PtII, PdII, NiII, RhI) to be performed.

Journal of Molecular Structure published new progress about Crystal structure. 115843-99-7 belongs to class bromides-buliding-blocks, and the molecular formula is C6H4BrClFN, Application of C6H4BrClFN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Valero, Guillem; Schimer, Jiri; Cisarova, Ivana; Vesely, Jan; Moyano, Albert; Rios, Ramon published the artcile< Highly enantioselective organocatalytic synthesis of piperidines. Formal synthesis of (-)-paroxetine>, SDS of cas: 3893-18-3, the main research area is malonmonoamide unsaturated aldehyde stereoselective cyclization secondary amine catalyst; piperidinone asym synthesis; paroxetine asym formal synthesis.

A highly enantioselective organocatalytic synthesis of piperidines is reported starting from protected malonmonoamides and α,β-unsaturated aldehydes. The reaction is catalyzed by simple and com. available secondary amines, affording the corresponding adducts with high yields and enantioselectivities. Moreover, this reaction is used for the formal synthesis of (-)-paroxetine, a blockbuster drug, in only 3 steps.

Tetrahedron Letters published new progress about Cyclization catalysts, stereoselective. 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

Shang, Yong; Wu, Chenggui; Gao, Qianwen; Liu, Chang; Li, Lisha; Zhang, Xinping; Cheng, Hong-Gang; Liu, Shanshan; Zhou, Qianghui published the artcile< Diversity-oriented functionalization of 2-pyridones and uracils>, Product Details of C8H6BrFO2, the main research area is alkyl pyridone aryl preparation; aryl thymine alkyl preparation; pyridone alkyl halide alkene alkylation; alkene aryl halide pyridone arylation.

A palladium/norbornene cooperative catalysis enabled dual-functionalization of iodinated 2-pyridones I (R = H, Me, Bn, mesityl, MOM, PMB; R1 = CH3, F, Cl, CH2OCH3, CH2C(O)2CH3, 4-ethoxy-4-oxobutyl) and uracils like 6-iodo-1,3-bis(phenylmethyl)-2,4(1H,3H)-pyrimidinedione and 5-iodo-1,3-bis(phenylmethyl)-2,4(1H,3H)-pyrimidinedione. The success of this research depends on the use of two unique norbornene derivatives as the mediator. Readily available alkyl halides R2X (R2 = Me, 4-ethoxy-4-oxobutyl, Bn, etc.; X = Br, I)/tosylate like Me tosylate and aryl bromides R2Br are utilized as ortho-alkylating and -arylating reagents, resp. Widely accessible ipso-terminating reagents, including H/DCO2Na, boronic acid like methylboronic acid/ester like pinacol phenylboronate, terminal alkene R3CH=CH2 (R3 = CH3, CH=CHC6H5, CH=CH2, etc.) and alkyne like triisopropylsilylethyne are compatible with this protocol. Thus, a large number of valuable 2-pyridone derivatives, II including deuterium/CD3-labeled 2-pyridones, bicyclic 2-pyridones, 2-pyridone-fenofibrate conjugate, axially chiral 2-pyridone (97% ee), as well as uracil and thymines III and 1,3-dibenzyl-6-methyl-5-((triisopropylsilyl)ethynyl)pyrimidine-2,4(1H,3H)-dione can be quickly prepared in a predictable manner (79 examples reported), which will be very useful in new drug discovery.

Nature Communications published new progress about Alkenes 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, Product Details of C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Jin; Sun, Bin; Ding, Hao; Huang, Pan-Yi; Tang, Xiao-Li; Shi, Rong-Cheng; Yan, Zhi-Yang; Yu, Chuan-Ming; Jin, Can published the artcile< Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: synthesis of quinazolinones containing the CF2R group>, Computed Properties of 20776-50-5, the main research area is alkenyl quinazolinone fluoroalkyl bromide tandem photochem fluoroalkylation radical cyclization; fluoroalkyl fused quinazolinone preparation green chem.

A novel photo-triggered self-catalyzed fluoroalkylation/cyclization of quinazolinones containing unactivated alkenes with various fluoroalkyl bromides was developed. This transformation exhibited excellent substrate generality with respect to both the coupling partners. This was the first example describing the Csp3-Br bond homolysis of alkyl bromides via a substrate (quinazolinones) induced energy transfer process. Addnl., the mild conditions, tolerance to a wide range of functional groups and operational simplicity make this protocol practical for the synthesis of fluorine-containing ring-fused quinazolinones.

Green Chemistry published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Computed Properties of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rotbergs, J.; Cema, G.; Oskaja, V. published the artcile< Condensation dicarboxylic acid anhydrides with compounds containing active methylene groups. V. 3-Bromophthalic anhydride condensation with some β-dicarbonyl compounds>, Computed Properties of 82-73-5, the main research area is INDANS VIA PHTHALIC ANHYDRIDE; BENZALINDANS VIA PHTHALIC ANHYDRIDE.

Condensation of 4.54 g. 3-bromophthalic anhydride (I) with 2.6 g. Et acetoacetate in 10 g. Ac2O and 4 g. Et3N at room temperature and treatment on the following day with 20 g. ice and 10 ml. concentrated HCl yielded 5.1 g. product, which after dissolving in a mixture of 750 ml. hot H2O and 150 ml. concentrated HCl gave 2.5 g. 4-bromoindan-1,3-dione (II), decomposed 158-9°; dioxime decomposed 285°. Boiling a mixture of 0.44 g. II, 0.21 g. BzH, 10 ml. EtOH, and 0.05 ml. piperidine gave, after addition of 0.2 ml. AcOH, 0.6 g. 4-bromo-2-benzalindan-1,3-dione, m. 144-6° (EtOH). Similarly prepared was 78% 4-bromo-2-(p-nitrobenzal)indan-1,3-dione, m. 283-4° (AcOH). Reaction of 2.27 g. I with 1 g. Ac2CH2, 5 g. Ac2O, and 1 g. Et3N for 24 hrs. gave 0.82 g. III, m. 165-6° (MeOH). Similarly were prepared: 41% IV (with BzCH2Ac), m. 182-3° (EtOH); 53% V (with Bz2CH2), m. 186-7° (EtOAc); 66% VI (with di-Et malonate), m. 126-7° (MeOH). Unlike the condensation product of I with Et acetoacetate, III-VI are stable when refluxed with dilute HCl.

Latvijas PSR Zinatnu Akademijas Vestis, Kimijas Serija published new progress about Carbonyl compounds (organic) Role: RCT (Reactant), RACT (Reactant or Reagent). 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Computed Properties of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Butkevich, Alexey N. published the artcile< Modular Synthetic Approach to Silicon-Rhodamine Homologues and Analogues via Bis-aryllanthanum Reagents>, COA of Formula: C8H3BrO3, the main research area is silicon rhodamine homolog analog preparation modular fluorophore fluorescent label; regioselective double nucleophilic addition aryllanthanum ester anhydride lactone.

A modular synthetic approach toward diverse analogs of the far-red fluorophore silicon-rhodamine (SiR), based on a regioselective double nucleophilic addition of aryllanthanum reagents to esters, anhydrides, and lactones, is proposed. The reaction has improved functional group tolerance and represents a unified strategy toward cell-permeant, spontaneously blinking, and photoactivatable SiR fluorescent labels. In tandem with Pd-catalyzed hydroxy- or aminocarbonylation, it serves a streamlined synthetic pathway to a series of validated live-cell-compatible fluorescent dyes.

Organic Letters published new progress about Acidity. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, COA of Formula: C8H3BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary