Category: 190788-60-4

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

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

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

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

Ruffoni, Alessandro; Julia, Fabio; Svejstrup, Thomas D.; McMillan, Alastair J.; Douglas, James J.; Leonori, Daniele published the artcile< Practical and regioselective amination of arenes using alkyl amines>, Reference of 190788-60-4, the main research area is aromatic amine photoredox synthesis regioselective amination arene alkylamine.

The formation of carbon-nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chems. to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chem. syntheses in academia and industry. In general, these mols. are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C-H bond (i.e., a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochems., peptides, chiral catalysts, polymers and organometallic complexes.

Nature Chemistry published new progress about Amination, regioselective (photochem.). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Reference of 190788-60-4.

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