Category: 151-10-0

Mills, L. Reginald published the artcileNi-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates, HPLC of Formula: 151-10-0, the main research area is alkyl ketone preparation; cyclopropanol hydroxyphthalimide ester alkylation nickel catalyst.

Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents has been disclosed. The reaction is compatible with 1°, 2°, and 3° NHPI esters. Mechanistic studies imply radical activation of the NHPI ester and 2e β-carbon elimination occurring on the cyclopropanol.

Organic Letters 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, HPLC of Formula: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Dong, Wenbo published the artcileA highly stable all-in-one photocatalyst for aryl etherification: the NiII embedded covalent organic framework, Category: isoquinoline, the main research area is photocatalyst aryl etherification cross coupling nickel covalent organic framework.

The efficient conversion of aryl bromides to the corresponding aryl alkyl ethers by dual Ni/photocatalysis has seen great progress, but difficulties of recycling the photosensitizer or Ni complexes cause problems of sustainability. Here, the authors report the design of a novel, highly stable vinyl bridge 2-dimensional covalent organic framework (COF) containing Ni, which combines the role of photosensitizer and reactive site. The as-prepared sp2c-COFdpy-Ni acts as an efficient heterogeneous photocatalyst for C-O cross coupling. The sp2c-COFdpy-Ni can be completely recovered and used repeatedly without loss of activity, overcoming the limitations of the prior methods. Preliminary studies reveal that strong interlayer electron transfer may facilitate the generation of the proposed intermediate sp2c-COFdpy-NiI in a bimol. and self-sustained manner. This all-in-one heterogeneous photocatalyst exhibits good compatibility of substrates and tolerance of functional groups. The successful attempt to expand the 2-dimensional COFs with this new catalyst into photocatalytic organic transformation opens an avenue for photoredox/transition metal mediated coupling reactions.

Green Chemistry published new progress about Alkyl aryl ethers Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Paul, Dipankar published the artcileExploring the Labile Nature of 2,4,6-Trimethoxyphenyl Moiety in Allylic Systems under Acidic Conditions, Formula: C8H10O2, the main research area is arene allylation carbon carbon bond cleavage methoxyphenyl group.

An investigation of the unexpected lability of the Csp3-Csp2 bond connecting 2,4,6-trimethoxyphenyl group and an allylic moiety is carried out. We observed that the catalytic presence of either Lewis or Broensted acid can render such 2,4,6-trimethoxyphenyl group labile. Several nucleophiles were found to substitute the labile C-C bond in mild reaction conditions resulting in very good yields of the allylated products [e.g., I + 5-nitroindole → II (91%) in presence of PTSA in MeNO2]. Even in the absence of a nucleophile, intramol. cyclization of the parent substrate under acidic activation caused the labile C-C bond to cleave. A major motivation of this study is to understand the lability of electron-rich aryl group in acidic medium, employing 2,4,6-trimethoxyphenyl moiety as a case study. A plausible mechanism is proposed after carrying out several control reactions as well as UV/Vis and 1H NMR spectroscopic studies. This work provides an insight into the activation of electron-rich arenes as a labile entity in acidic medium while also adding a conceptually novel C-C bond breaking approach to the vast literature of allylation of arenes.

European Journal of Organic Chemistry published new progress about Allylation (and regioselective allylation in case of unsym. substrates). 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

Liu, Luo-Yan published the artcileLigand-Promoted Non-Directed C-H Cyanation of Arenes, Safety of 1,3-Dimethoxybenzene, the main research area is arene silver cyanide palladium pyridinol catalyst regioselective cyanation; cyanoarene preparation; 2-pyridone; C−H activation; arenes; cyanation; palladium.

The first example of a 2-pyridone accelerated non-directed C-H cyanation with an arene as the limiting reagent was reported. This protocol was compatible with a broad scope of arenes, including advanced intermediates, drug mols. and natural products. A kinetic isotope experiment (kH/kD=4.40) indicated that the C-H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

Chemistry – A European Journal 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, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Moore, James T. published the artcileLight-Driven Hydrodefluorination of Electron-Rich Aryl Fluorides by an Anionic Rhodium-Gallium Photoredox Catalyst, Category: isoquinoline, the main research area is rhodium gallium aluminum indium trisphosphinomethylaminophenylamine complex preparation structure property; arene preparation; photoredox rhodium gallium complex catalyst defluorination fluoroarene; Gallium; Heterobimetallic; Hydrodefluorination; Photoredox Catalysis; Rhodium.

An anionic Rh-Ga complex I·{Li(THF)4} catalyzed the hydrodefluorination of challenging C-F bonds in electron-rich aryl fluorides and trifluoromethylarenes when irradiated with violet light in the presence of H2, a stoichiometric alkoxide base, and a crown-ether additive. Based on theor. calculations, the LUMO (LUMO), which is delocalized across both the Rh and Ga atoms, becomes singly occupied upon excitation, thereby poising the Rh-Ga complex for photoinduced single-electron transfer (SET). Stoichiometric and control reactions support that the C-F activation is mediated by the excited anionic Rh-Ga complex. After SET, the proposed neutral Rh0 intermediate was detected by EPR spectroscopy, which matched the spectrum of an independently synthesized sample. Deuterium-labeling studies corroborate the generation of aryl radicals during catalysis and their subsequent hydrogen-atom abstraction from the THF solvent to generate the hydrodefluorinated arene products. Altogether, the combined exptl. and theor. data support an unconventional bimetallic excitation that achieves the activation of strong C-F bonds and uses H2 and base as the terminal reductant.

Angewandte Chemie, International Edition 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shi, Jiale published the artcileMetal-Free Heterogeneous Semiconductor for Visible-Light Photocatalytic Decarboxylation of Carboxylic Acids, Application In Synthesis of 151-10-0, the main research area is aliphatic hetero aromatic arene preparation; hetero aromatic aliphatic acid hydrodecarboxylation photocatalyst; deuteride aliphatic hetero aromatic arene preparation; aromatic hetero aliphatic acid decarboxylative deuteration photocatalyst; diaryl methane preparation; carboxylic acid hetero aryl cyanide decarboxylative arylation photocatalyst.

A suitable protocol for the photocatalytic decarboxylation of carboxylic acids RC(O)OH (R = 3,5-dimethylphenyl, 2-(4-methylphenyl)ethyl, diphenylmethyl, isoquinolin-1-yl, etc.) was developed with metal-free ceramic boron carbon nitrides (BCN). With visible light irradiation, BCN oxidizes carboxylic acids to give carbon-centered radicals, which were trapped by hydrogen atom donors or employed in the construction of the carbon-carbon bond. In this system, both (hetero)aromatic and aliphatic acids proceed through the decarboxylation smoothly; and C-H, C-D, and C-C bonds are formed in moderate to high yields (35 examples, yield up to 93%). Control experiments support a radical process, and isotopic experiments show that methanol is employed as the hydrogen atom donor. Recycling tests and a gram-scale reaction elucidate the practicability of the heterogeneous ceramic BCN photoredox system. It provides an alternative to homogeneous catalysts in the valuable carbon radical intermediates formation. Moreover, the metal-free system is also applicable to late-stage functionalization of anti-inflammatory drugs, such as naproxen and ibuprofen, which enrich the chem. toolbox.

ACS 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, Application In Synthesis of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Mastuo, Kasumi published the artcileNickel-Catalyzed Hydrodeoxygenation of Aryl Sulfamates with Alcohols as Mild Reducing Agents, Application In Synthesis of 151-10-0, the main research area is aromatic hydrocarbon preparation; aryl sulfamate hydrodeoxygenation nickel catalyst.

The nickel-catalyzed hydrodeoxygenation of aryl sulfamates ROS(O)2R1 [R = 2-propanoylbenzen-1-yl, 1-ethyl-1H-indol-4-yl, 4-(4-acetylpiperazin-1-yl)benzen-1-yl, etc.; R1 = dimethylaminyl, piperidin-1-yl, bis(propan-2-yl)aminyl, etc.] has been developed with alcs. as mild reductants. A variety of functional groups and heterocycles were tolerated in this reaction system to give the desired products RH in high yields. In addition, the gram-scale process and stepwise cine-substitution were also achieved with high efficiency.

Synthesis 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, Application In Synthesis of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Meszaros, Rebeka published the artcileExploiting a silver-bismuth hybrid material as heterogeneous noble metal catalyst for decarboxylations and decarboxylative deuterations of carboxylic acids under batch and continuous flow conditions, Application of 1,3-Dimethoxybenzene, the main research area is silver bismuth hybrid material catalyst preparation crystallinity; aromatic carboxylic acid silver bismuth hybrid material catalyst decarboxylation; deutero aromaticcarboxylic acid silver bismuth hybrid material catalyst deuterativedecarboxylation.

A novel catalytic methodologies for protodecarboxylations and decarboxylative deuterations of carboxylic acids utilizing a silver-containing hybrid material as a heterogeneous noble metal catalyst were reported. After an initial batch method development, a chem. intensified continuous flow process was established in a simple packed-bed system which enabled gram-scale protodecarboxlyations without detectable structural degradation of the catalyst. The scope and applicability of the batch and flow processes were demonstrated through decarboxylations of a diverse set of aromatic carboxylic acids. Catalytic decarboxylative deuterations were achieved on the basis of the reaction conditions developed for the protodecarboxylations using D2O as a readily available deuterium source.

Green Chemistry published new progress about Aromatic carboxylic acids 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 of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Sarma, Daisy published the artcileVisible-light induced enhancement in the multi-catalytic activity of sulfated carbon dots for aerobic carbon-carbon bond formation, Formula: C8H10O2, the main research area is sulfated carbon dot aerobic bond formation photocatalyst visible light; xanthene ketone arene dicarbonyl dehydrogenative cross coupling visible light.

The development of carbonaceous materials as metal-free catalysts integrating different types of catalysis in a single system represents a significant advance in cascade/tandem organic synthesis. Zero-dimensional carbon dots with tuneable optical properties and easily modifiable surface functionalities can be harnessed as a carbocatalyst for merging photooxidation and acid-catalyzed reactions in one pot. Herein, we explore carbon dots decorated with hydrogen sulfate groups as a photocatalyst for the dehydrogenative cross-coupling of xanthenes with ketones, arenes and 1,3-dicarbonyl compounds that showed high efficiency and selectivity under visible-light irradiation The sulfated carbon dots demonstrate dual catalytic properties, wherein they induced the rapid photooxidation of xanthenes in the presence of mol. oxygen to form a hydroperoxy intermediate followed by coupling of nucleophiles catalyzed by the acidic surface functional groups. The methodol. represents an operationally simple pathway for the generation of C-C coupling products in a short reaction time with wide substrate scopes under mild conditions. The catalyst is easily separable and can be reused over multiple cycles with good efficiency.

Green Chemistry published new progress about 1,3-Dicarbonyl compounds 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, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Paul, Dipankar published the artcileA facile iron-catalyzed dual C-C bond cleavage: an approach towards triarylmethanes, HPLC of Formula: 151-10-0, the main research area is triarylmethane preparation; benzyl substituted diketone nucleophile dual bond cleavage iron catalyst.

A facile iron-catalyzed dual C-C bond cleaving reaction involving 1,3-dicarbonyl units along with electron-rich and sterically bulky arenes as efficient carbon-based leaving groups was developed. The scope of the dual C-C bond breaking reaction was studied in detail using a range of nucleophiles to synthesize sym. triarylmethanes in good to excellent yields. The intermediate of the reaction was isolated which was formed via the initial Csp3-Csp3 bond cleavage and subsequently converted the intermediate to the final product via the Csp3-Csp2 bond cleavage. A notable difference in the leaving aptitudes of the two carbon-based leaving groups perceived during the study enabled us to develop an application of the dual C-C bond breaking reaction for the synthesis of unsym. triarylmethanes in a stepwise manner. To improve the synthetic utility, a one-pot procedure to generate unsym. triarylmethanes via sequential C-C bond breaking reactions were also fashioned . In addition to studying a novel dual C-C bond breaking reaction and providing a hint to the mechanistic pathway, the application molded from the study for the synthesis of sym. and especially unsym. triarylmethanes may render value to the present work.

New Journal of Chemistry published new progress about 1,3-Dicarbonyl compounds 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, HPLC of Formula: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem