Tag: M.W=200-250

Wright, Jay S.; Sharninghausen, Liam S.; Preshlock, Sean; Brooks, Allen F.; Sanford, Melanie S.; Scott, Peter J. H. published the artcile< Sequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes>, Product Details of C13H19BO3, the main research area is sequential iridium copper mediated regioselective radiofluorination arene heteroarene.

This article describes a sequential Ir/Cu-mediated process for the meta-selective C-H radiofluorination of (hetero)arene substrates. In the first step, Ir-catalyzed C(sp2)-H borylation affords (hetero)aryl pinacolboronate (BPin) esters. The intermediate organoboronates are then directly subjected to copper-mediated radiofluorination with [18F]tetrabutylammonium fluoride to afford fluorine-18 labeled (hetero)arenes in high radiochem. yield and radiochem. purity. This entire process is performed on a bench top without Schlenk or glove box techniques and circumvents the need to isolate (hetero)aryl boronate esters. The reaction was automated on a TracerLab FXFN module with 1,3-dimethoxybenzene and a meta-tyrosine derivative The products, [18F]1-fluoro-3,5-dimethoxybenzene and an 18F-labeled meta-tyrosine derivative, were obtained in 37 ± 5% isolated radiochem. yield and >99% radiochem. purity and 25% isolated radiochem. yield and 99% radiochem. purity, and 0.52 Ci/μmol (19.24 GBq/μmol) molar activity (Am), resp.

Journal of the American Chemical Society published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Product Details of C13H19BO3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Marx, Lisa; Lamberty, Daniel; Choppin, Sabine; Colobert, Francoise; Speicher, Andreas published the artcile< Atroposelective Synthesis of Isoriccardin C through a C-H Activated Heck Type Macrocyclization>, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is atroposelective synthesis isoriccardin C carbon hydrogen activated Heck macrocyclization.

Macrocyclization is typically the key step in syntheses of cyclophane-type natural products. Considering compounds with axially chiral biaryl moieties, the control of atroposelectivity is essential for biol. activity and is synthetically challenging. Herein we report on atroposelective macrocyclization involving an oxidative Heck type process and enabling the first atropo-enantiopure synthesis of (P)-isoriccardin C (I). A chiral sulfinyl auxiliary in the ortho-position of a biaryl axis (still flexible) was used to induce a C-H activated atropodiastereoselective oxidative Heck coupling (>98% de). The traceless character of the sulfinyl auxiliary enables the introduction of a hydroxy group to give the target mol. with >98% ee as well.

European Journal of Organic Chemistry published new progress about Atropisomers. 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Recommanded Product: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter published the artcile< Bivalent molecular probes for dopamine D2-like receptors>, Application of C8H9BrO2, the main research area is arylamidoalkyl substituted phenylpiperazine preparation D2 dopamine receptor structure activity.

Merging two arylamidoalkyl substituted phenylpiperazines as prototypical recognition elements for dopamine D 2-like receptors by oligoethylene glycol linkers led to a series of bivalent ligands. These dimers were investigated in comparison to their monomeric analogs for their dopamine D2long, D2short, D3 and D4 receptor binding. Radioligand binding experiments revealed strong bivalent effects for some para-substituted benzamide derivatives For the D3 subtype, the target compounds showed an up to 70-fold increase of affinity and a substantial enhancement of subtype selectivity when compared to the monovalent analog. Anal. of the binding curves displayed Hill slopes very close to one indicating that the bivalent ligands displace 1 equiv of radioligand. Obviously, the two pharmacophores occupy an orthosteric and an allosteric binding site rather than adopting a receptor-bridging binding mode.

Bioorganic & Medicinal Chemistry published new progress about Dopamine D2 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Application of C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Newar, Rajashree; Begum, Wahida; Akhtar, Naved; Antil, Neha; Chauhan, Manav; Kumar, Ajay; Gupta, Poorvi; Malik, Jaideep; Balendra; Manna, Kuntal published the artcile< Mono-Phosphine Metal-Organic Framework-Supported Cobalt Catalyst for Efficient Borylation Reactions>, Safety of 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is borylation aromatic compound cobalt metal organic framework catalyst; hydroboration alkene styrene cobalt metal organic framework catalyst; crystal structure phenylphosphine cobalt chloride; mol structure phenylphosphine cobalt chloride; aryl alkyl boronic acid ester preparation.

The authors report a metal-organic framework (MOF) supported monoligated phosphine-Co complex, which is an active heterogeneous catalyst for aromatic C-H borylation and alkene hydroboration. The mono(phosphine)-Co catalyst (MOF-P-Co) was prepared by metalation of a porous triarylphosphine-functionalized MOF (MOF-P) with CoCl2 followed by activation with NaEt3BH. The MOF catalyst has a broad substrate scope with excellent functional group tolerance to afford arene- and alkyl-boronate esters in excellent yields and selectivity. MOF-P-Co gave a turnover number (TON) of 30,000 and could be recycled and reused at least 13 times in arene C-H borylation. Importantly, the attempt to prepare the homogeneous control (Ph3P-Co) using PPh3 was unsuccessful due to the facile disproportionation reactions or intermol. ligand exchanges in the solution In contrast, the site isolation of the active mono(phosphine)-Co species within the MOF affords the robust and coordinatively unsaturated metal complexes, allowing to explore their catalytic properties and the reaction mechanism.

European Journal of Inorganic Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Safety of 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Zhenhua; Gorski, Bartosz; Leonori, Daniele published the artcile< Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons>, HPLC of Formula: 190788-60-4, the main research area is alkyl iodide aryl organoboron copper catalyst Suzuki Miyaura coupling; aryl alkane preparation.

A mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons was reported. This process required a copper catalyst but, in contrast with previous approaches based on palladium and nickel systems, does not utilizes the metal for the activation of the alkyl electrophile. Instead, this strategy exploited the halogen-atom transfer ability of α-aminoalkyl radicals to convert secondary alkyl iodides into the corresponding alkyl radicals that then were coupled with aryl, vinyl, alkynyl, benzyl and allyl boronate species. These novel coupling reactions feature simple set up and conditions (1 h at room temperature) and facilitate access to privileged motifs targeted by the pharmaceutical sector.

Journal of the American Chemical Society published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, HPLC of Formula: 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Chen, Shuqing; Wang, Peng; Cheng, Hong-Gang; Yang, Chihui; Zhou, Qianghui published the artcile< Redox-neutral ortho-C-H amination of pinacol arylborates via palladium(II)/norbornene catalysis for aniline synthesis>, Computed Properties of 190788-60-4, the main research area is tertiary amine pinacol arylborate palladium norbornene catalyst regioselective amination; arylamine preparation.

A palladium(II)/norbornene cooperative catalysis enabled redox-neutral ortho-C-H amination of pinacol aryl- or heteroarylborates for the synthesis of structurally diverse anilines was reported. The method was scalable, robust (tolerance of air and moisture), phosphine ligand-free and compatible with a wide range of functionalities. These practical features made this reaction amenable for industry. A plethora of synthetically very useful halogenated anilines which often cannot be prepared via other transition-metal-catalyzed aminations were readily produced using this method. Particularly, the orthogonal reactivity between pinacol arylborates and aryl iodides was demonstrated. Preliminary deuterium-labeling studies revealed a redox-neutral ipso-protonation mechanism of this process, which will surely inspire the future development of this field. Overall, the exceptionally broad scope (47 examples) and reliability of this procedure, together with the wide availability of pinacol arylborates made this chem. a valuable addition to the existing methods for aniline synthesis.

Chemical Science published new progress about Amination catalysts (regioselective). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Computed Properties of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gilmartin, Philip H.; Kozlowski, Marisa C. published the artcile< Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products>, Formula: C8H9BrO2, the main research area is vanadium catalyzed oxidative intramol coupling tethered phenol dienone.

A mild and efficient method for the vanadium-catalyzed intramol. coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Organic Letters published new progress about Biomimetic synthesis. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Speicher, Andreas; Backes, Timo; Grosse, Stefan published the artcile< Syntheses of macrocyclic bisbibenzyls on solid support>, COA of Formula: C8H9BrO2, the main research area is macrocycle isoplagiochin CD solid phase synthesis Suzuki Wittig hydrogenation.

A route for the polymer supported total synthesis of the cyclic bisbibenzyls, isoplagiochins C (I) and D (II), found in liverworts is reported. TentaGel resins were used as solid support for a sequence involving Suzuki, Wittig and hydrogenation protocols. The polymer linked intermediates could be characterized by HR-MAS NMR. This route is to be extended to the synthesis of small libraries of differently halogenated derivatives

Tetrahedron published new progress about Hydrogenation. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, COA of Formula: C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Joseph, Akil I.; El-Ayle, Gracia; Boutin, Celine; Leonce, Estelle; Berthault, Patrick; Holman, K. Travis published the artcile< Rim-functionalized cryptophane-111 derivatives via heterocapping, and their xenon complexes>, Product Details of C8H9BrO2, the main research area is heterocapping cyclotriphenolene cyclotriguaiacylene bromocyclotriphenolene rim functionalized cryptophane synthesis; xenon complex rim functionalized cryptophane.

Capping of cyclotriphenolene (I) by the more available cyclotriguaiacylene (II) or trisbromocyclotriphenolene (III) gives the first rim-functionalized cryptophane-111 derivatives (IV, R = OMe, Br). Crystal structures of the xenon complexes reveal high cavity packing coefficients and unprecedentedly short Xe···C contacts. A polemic on regioselective bromination of 3-methoxybenzyl alc. (A. Speicher et al., 2005) is also included.

Chemical Communications (Cambridge, United Kingdom) published new progress about Bromination, regioselective (polemic on regioselective bromination of 3-methoxybenzyl alc.). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Product Details of C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Dohi, Toshifumi; Hayashi, Takumi; Ueda, Shohei; Shoji, Toshitaka; Komiyama, Keina; Takeuchi, Hitoshi; Kita, Yasuyuki published the artcile< Recyclable synthesis of mesityl iodonium(III) salts>, Electric Literature of 190788-60-4, the main research area is arene hypervalent iodine compound regioselective dehydrative condensation; mesityl iodonium salt preparation.

An efficient protocol for C-H condensation of hypervalent iodine compounds with arenes in fluoroalcs. was applied to the recyclable preparation of mesityl iodonium(III) salts. The electrophilicities of [hydroxy(tosyloxy)iodo]mesitylene [MesI(OH)OTs] and iodomesitylene diacetate [MesI(OAc)2] were suitably enhanced in 2,2,2-trifluoroethanol. A series of nucleophilic aromatic compounds reacted smoothly with MesI(OH)OTs and MesI(OAc)2 or in-situ hypervalent iodine(III) species, generated from iodomesitylene, to provide the target mesityl iodonium(III) salts in good yields at room temperature with broad functional group tolerance. This C-H condensation strategy merits high para-regioselectivities during the diaryliodonium(III) salt formation, but the major limitation in the case of low-reactive aromatic substrates is byproduct formation resulting from the self-condensation of the nucleophilic mesitylene ring in MesI(OH)OTs and MesI(OAc)2.

Tetrahedron published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Electric Literature of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem