Category: 151-10-0

Eisenreich, Fabian published the artcileDirect C-H Trifluoromethylation of (Hetero)Arenes in Water Enabled by Organic Photoredox-Active Amphiphilic Nanoparticles, Formula: C8H10O2, the main research area is amphiphilic polymer catalyst preparation recyclability; arene togni reagent polymer catalyst photochem regioselective trifluoromethylation; trifluoromethyl arene preparation green chem; enzyme mimics; green chemistry; nanoparticles; photoredox catalysis; trifluoromethylation.

It was shown that trifluoromethyl groups can be readily installed into a broad range of organic compounds by using water as the reaction medium and light as the energy source. To bypass solubility obstacles, robust water-soluble polymeric nanoparticles that accommodate reagents and photocatalysts within their hydrophobic interior under high local concns was developed. By taking advantage of the high excited state reduction potential of N-phenylphenothiazine (PTH) through UV light illumination, the direct C-H trifluoromethylation of a wide array of small organic mols. was achieved selectively with high substrate conversion. Key to the approach was slowing down the production of CF3 radicals during the chem. process by reducing the catalyst loading as well as the light intensity, thereby improving effectiveness and selectivity of this aqueous photocatalytic method. Furthermore, the catalyst system showed excellent recyclability and can be fueled by sunlight. The method proposed here is versatile, widely applicable, energy efficient, and attractive for late-stage introduction of trifluoromethyl groups into biol. active mols.

Chemistry – A European Journal published new progress about Green chemistry. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Karmel, Caleb published the artcileIridium-Catalyzed Silylation of C-H Bonds in Unactivated Arenes: A Sterically Encumbered Phenanthroline Ligand Accelerates Catalysis, Formula: C8H10O2, the main research area is phenanthroline ligand iridium catalyzed silylation unactivated arene.

We report a new system for the silylation of aryl C-H bonds. The combination of [Ir(cod)(OMe)]2 and 2,9-Me2-phenanthroline (2,9-Me2-phen) catalyzes the silylation of arenes at lower temperatures and with faster rates than those reported previously, when the hydrogen byproduct is removed, and with high functional group tolerance and regioselectivity. Inhibition of reactions by the H2 byproduct is shown to limit the silylation of aryl C-H bonds in the presence of the most active catalysts, thereby masking their high activity. Anal. of initial rates uncovered the high reactivity of the catalyst containing the sterically hindered 2,9-Me2-phen ligand but accompanying rapid inhibition by hydrogen. With this catalyst, under a flow of nitrogen to remove hydrogen, electron-rich arenes, including those containing sensitive functional groups, undergo silylation in high yield for the first time, and arenes that underwent silylation with prior catalysts react over much shorter times with lower catalyst loadings. The synthetic value of this methodol. is demonstrated by the preparation of key intermediates in the synthesis of medicinally important compounds in concise sequences comprising silylation and functionalization. Mechanistic studies demonstrate that the cleavage of the aryl C-H bond is reversible and that the higher rates observed with the 2,9-Me2-phen ligand are due to a more thermodynamically favorable oxidative addition of aryl C-H bonds.

Journal of the American Chemical Society published new progress about Benzenoid aromatic compounds Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ponpao, Nipaphorn published the artcileMetal- and solvent-free synthesis of aniline- and phenol-based triarylmethanes via Bronsted acidic ionic liquid catalyzed Friedel-Crafts reaction, Product Details of C8H10O2, the main research area is benzene aryl aldehyde ionic liquid catalyst Friedel Crafts reaction; phenol aryl aldehyde ionic liquid catalyst Friedel Crafts reaction; aromatic amine aldehyde ionic liquid catalyst Friedel Crafts reaction; triarylmethane preparation regioselective green chem.

A beneficial, scalable and efficient methodol. for the synthesis of aniline-based triarylmethanes was established through the double Friedel-Crafts reaction of com. aldehydes and primary, secondary or tertiary anilines using Bronsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2] (4-sulfono-1-butylmethylimidazolium trifluoromethanesulfonimide). This protocol was successfully performed under metal- and solvent-free conditions with a broad range of substrates, giving the corresponding aniline-based triarylmethane products in good to excellent yields (up to 99%). In addition, alternative aromatic nucleophiles such as phenols and electron-rich arenes were also studied using this useful approach to achieve a diversity of triarylmethane derivatives in high to excellent yields.

RSC Advances published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Product Details of C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Sukowski, Verena published the artcileS,O-Ligand Promoted meta-C-H Arylation of Anisole Derivatives via Palladium/Norbornene Catalysis, Application In Synthesis of 151-10-0, the main research area is biphenyl terphenyl alkoxy preparation; aryl ether regioselective arylation aryl halide palladium norbornene catalyst; Arylation; C−H Activation; Ligand Design; Palladium; Reaction Mechanisms.

Here, a new catalytic system based on palladium/norbornene and an S,O-ligand for the meta-C-H arylation of aryl ethers that significantly outperforms previously reported systems has been developed. The unique ability of this system to employ alkoxyarene substrates bearing electron donating and withdrawing substituents is demonstrated. Addnl., ortho-substituted aryl ethers are well tolerated, overcoming the “”ortho constraint””, which is the necessity to have a meta-substituent on the alkoxyarene to achieve high reaction efficiency, by enlisting novel norbornene mediators. Remarkably, for the first time the monoarylation of alkoxyarenes is achieved efficiently enabling the subsequent introduction of a second, different aryl coupling partner to rapidly furnish unsym. terphenyls. Further insight into the reaction mechanism was achieved by isolation and characterization of some Pd-complexes-before and after meta C-H activation-prior to evaluation of their resp. catalytic activities.

Angewandte Chemie, International Edition published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Application In Synthesis of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Yinling published the artcileRedox-neutral photocatalytic strategy for selective C-C bond cleavage of lignin and lignin models via PCET process, Name: 1,3-Dimethoxybenzene, the main research area is phenoxy phenylethanol preparation iridium photocatalyst proton coupled electron transfer; benzaldehyde phenyl ether preparation.

A redox-neutral photocatalytic strategy to accomplish this goal in both β-O-4 and β-1 lignin models at room temperature (RT) via proton-coupled electron transfer (PCET) process without any pretreatments of substrate, by adjusting the alkalinity of base to obtain a lignin models/base PCET pair with a bond dissociation free energy close to 102 kcal/mol was developed. Without breaking down Cβ-Cγ bond and any C-O bonds, this PCET method is 100% atom economy and produces exclusive Cα-Cβ bond cleavage products, such as benzaldehydes (up to 97%) and Ph ethers (up to 96%), in high to excellent yields and selectivities. Preliminary studies indicated that the PCET strategy was also effective for the depolymerization of native lignin at RT, thus providing significantly important foundation to the depolymerization of lignin.

Science Bulletin published new progress about Benzaldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Name: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Gennaiou, Kyriaki published the artcileDivergent Synthesis of Bisphenols and Diaryl Ethers by Metal Compatible Organocatalytic Aerobic Oxidation of Boronic Acids, Safety of 1,3-Dimethoxybenzene, the main research area is arylboronic acid diketopiperazine catalyst chemoselective aerobic oxidation; phenol preparation; hydroxybenzene aylboronic acid diketopiperazine catalyst chemoselective oxidative coupling; diaryl ether preparation; bisphenol preparation.

The current study showed that pyrrole-proline 2,5-diketopiperazine (DKP) organocatalyst, in the presence of Hantzsch ester and HFIP was compatible with copper(II) salts for the activation of dioxygen. These findings allowed to selectively diverge the oxidation profile of boronic acids for the synthesis of phenols, bisphenols and diaryl ethers by DKP-promoted aerobic oxidation and subsequent metal oxidative-coupling or Chan-Lam-Evans type reaction of the formed phenols.

Advanced Synthesis & Catalysis published new progress about Chemoselectivity. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Xuchao published the artcileRedox-Neutral Nickel-Catalyzed Cross-Coupling Reactions of (Homo)allylic Alcohols and Aryltriflates, Computed Properties of 151-10-0, the main research area is alkenyl alc aryltriflate nickel catalyst cross coupling; aryl alkanone preparation.

A redox-neutral Ni-catalyzed cross-coupling reaction of two readily available precursors to produce the corresponding ketones that are an important structural motif in numerous biol. active entities. By the use of a com. available nickel/Triphos catalytic system, a range of easily accessible alkenyl primary alcs. and aryltriflates can be converted in a rapidly assembled fashion to valuable ketones with good yields and wide functional group tolerance. The utility of this transformation shown by late-stage functionalization of a large set of complex mols. with good efficiency, which offers a distinct entry to more functionalized aromatic ketones.

ACS Catalysis published new progress about Alkyl aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Computed Properties of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Shaofei published the artcileUnlocking the Friedel-Crafts arylation of primary aliphatic alcohols and epoxides driven by hexafluoroisopropanol, Formula: C8H10O2, the main research area is alc preparation regioselective; epoxide arene ring opening Friedel Crafts arylation Bronstedacid catalyst; arylethane preparation; aliphatic alc arene Friedel Crafts arylation Bronsted acid catalyst.

The limitations thar easily overcome using Bronsted acid catalysis in hexafluoroisopropanol (HFIP) as a solvent were reported. Electron-poor aromatic epoxides and aliphatic epoxides undergo stereospecific arylation to give alcs. RC(R1)(Ar)CH2OH/RCH(OH)CH(Ar)OH, and based on the reaction conditions, it can partake in a second nucleophilic substitution with a different arene ArH in one pot. Ph ethanols R3(CH2)2OH (R3 = Ph, 2,6-dichlorophenyl, 2,4,6-trimethylphenyl, etc.) react through a phenonium intermediate, whereas simple aliphatic alcs. e.g., cyclopentanol participate in a rare intermol. SN2 Friedel-Crafts process, delivering linear products e.g., 1,3,5-trimethyl-2-phenethylbenzene exclusively. In this work, an alternative to metal-catalyzed cross-couplings was provided for accessing important scaffolds, and widening the range of applications of the Friedel-Crafts reaction.

Chem published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yadav, Naveen published the artcileRapid Access to Arylated and Allylated Cyclopropanes via Bronsted Acid-Catalyzed Dehydrative Coupling of Cyclopropylcarbinols, Name: 1,3-Dimethoxybenzene, the main research area is cyclopropane preparation regioselective; cyclopropylcarbinol carbon nucleophile allyltrimethylsilane dehydrative coupling Brookhart acid catalyst.

A regioselective protocol for the synthesis of cyclopropyl derivatives that relies on Brookhart acid-catalyzed dehydrative coupling over substituted cyclopropylcarbinols without rearrangement is reported herein. The reactions proceed promptly at 25° with only 2.0 mol % catalyst loading and produce the cyclopropyl derivatives in excellent yields. This method is well tolerated with a vast range of cyclopropylcarbinols including aliphatic cyclopropylcarbinols, where no elimination product was obtained, demonstrating the protocol’s utility. Further, the Hammett correlation suggested the formation of a cyclopropylcarbinyl cation followed by a coupling reaction. An extremely effective gram-scale reaction has also been demonstrated with a high turnover number

Journal of Organic Chemistry published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Name: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Asako, Sobi published the artcileOrganosodium compounds for catalytic cross-coupling, Synthetic Route of 151-10-0, the main research area is organosodium compound preparation cross coupling reaction reactivity.

Herein, it was demonstrate that, contrary to common belief, organosodium compounds can be easily prepared from aryl chlorides or (hetero)arenes and easy-to-handle sodium dispersion and, after being transmetallated to the corresponding zinc and boron compounds, they readily participate in the Negishi and Suzuki-Miyaura cross-coupling reactions, fundamental carbon-carbon bond-forming reactions in organic synthesis. Direct coupling reactions with organosodium species were also possible.

Nature Catalysis published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Synthetic Route of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem