Tag: M.W=100-150

Luo, Shu-Zheng published the artcileSynthesis of Bulky 1,1-Diarylalkanes by Copper-Catalyzed 1,2-Alkylarylation of Styrenes with α-Carbonyl Alkyl Bromides and Arenes involving C-H Functionalization, Formula: C8H10O2, the main research area is diarylalkane preparation copper catalyst; styrene carbonyl alkylbromide arene alkylarylation.

A copper and silver-promoted intermol. 1,2-alkylarylation of styrenes with α-carbonyl alkyl bromides and arenes for producing highly bulky 1,1-diarylalkane derivatives I (Ar = 2,4-diOMeC6H3, 4-Me-2,6-diOMeC6H2, 2,4,6-triOMeC6H2, etc; R1 = 4-MeC6H4, 4-OEtC6H4, 4-tBuC6H4, etc; R2 = R3 = Me, F, c-Bu, etc; R4 = OMe, OEt, C6H5.) has been developed. In this transformations, two new C-C bonds were formed in a single reaction step through C-Br bond cleavage and C(sp2)-H functionalization. This protocol tolerates a variety of α-carbonyl alkyl bromides, including primary, secondary and tertiary α-bromoalkyl ketone esters.

Advanced Synthesis & Catalysis published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 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

Li, Yuqiang published the artcileReaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling, Related Products of isoquinoline, the main research area is diarylalkane allylbenzene derivative preparation nickel catalyst; alkyl electrophile aryl vinyl boronic acid Suzuki Miyaura coupling.

In this work, a Ni-catalyzed migratory Suzuki-Miyaura cross-coupling featuring high benzylic or allylic selectivity has been developed. With this method, unactivated alkyl electrophiles and aryl or vinyl boronic acids can be efficiently transferred to diarylalkane or allylbenzene derivatives under mild conditions. Importantly, unactivated alkyl chlorides can also be successfully used as the coupling partners. To demonstrate the applicability of this method, showcase that this strategy can serve as a platform for the synthesis of terminal, partially deuterium-labeled mols. from readily accessible starting materials. Exptl. studies suggest that migratory cross-coupling products are generated from Ni(0/II) catalytic cycle. Theor. calculations indicate that the chain-walking occurs at a neutral nickel complex rather than a cationic one. In addition, the original-site cross-coupling products can be obtained by alternating the ligand, wherein the formation of the products has been rationalized by a radical chain process.

Nature Communications published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Uchida, Ko published the artcileTransformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile and iodine under metal cyanide-free conditions, Safety of 1,3-Dimethoxybenzene, the main research area is aromatic nitrile preparation.

Various aromatic nitriles ArCN [Ar = Ph, 4-BrC6H4, 5-ethyl-2-furyl, etc.] were obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with mol. iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeded through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

Tetrahedron published new progress about Aromatic hydrocarbons 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, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hajra, Saumen published the artcileBronsted Acid Promoted Regioselective C-3 Arylation and Heteroarylation of Spiro-epoxyoxindoles for the Construction of All Carbon Quaternary Centres: A Detailed Study, Product Details of C8H10O2, the main research area is spiroepoxyoxindole heteroarene carbon quaternary center trifluoroacetic acid Friedel Crafts; oxindole derivative regioselective green preparation.

An efficient strategy for the synthesis of all carbon quaternary centers has been developed via Bronsted acid-promoted highly regioselective intermol. Friedel-Crafts reactions of heteroarenes or arenes with spiro-epoxyoxindoles. In addition, we have successfully performed the ring opening reaction in relatively cheap condition using water as a solvent. Beneficially, we have utilized the methodol. as the key step for the synthesis of advanced precursors of various natural and unnatural indole alkaloids.

European Journal of Organic Chemistry published new progress about Aromatic hydrocarbons 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

Shimizu, Masao published the artcileSulfenylation of arenes and olefins with acidic sulfenamides, Formula: C8H10O2, the main research area is arylsulfide preparation; sulfenamide arene olefin sulfenylation.

Sulfenylation of electron-rich arenes was carried out with N-unsubstituted sulfenamides in the presence of Bronsted or Lewis acids. α-Methylstyrene as an olefin was also sulfenylated with acidic sulfenamides, and a sulfur substituent was introduced on the Me group. Intramol. sulfenylation proceeded for allyl 2-sulfenamoylbenzoate derivatives, and sulfur containing seven-membered heterocycles were obtained.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Aromatic hydrocarbons 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

Mishra, Pawan K. published the artcileBF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: an assembly of isobenzofurans, Product Details of C8H10O2, the main research area is diarylisobenzofuran preparation chemoselective; formylarylketone arene boron trifluoride etherate catalyst tandem reaction.

An efficient and BF3·Et2O-catalyzed chemoselective synthesis of diversified 1,3-diarylisobenzofuran in a high yield has been described. The reaction proceeds through sequential hydroarylation-cyclization between 2-formylarylketones and electron-rich arenes/heteroarenes. Advantageous features of the developed methodol. include operational simplicity, a broad substrate scope, and applicability towards gram scale synthesis. The utility of isobenzofuran derivatives as the diene was extended to the synthesis of [4+2]-cyclo-adducts with DMAD and the synthesis of 1,2-dicarbonylarenes in good yields.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic hydrocarbons 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

Bole, Leonie J. published the artcileEnhancing Metalating Efficiency of the Sodium Amide NaTMP in Arene Borylation Applications, Product Details of C8H10O2, the main research area is metalation arene sodium amide borylation Suzuki coupling preparation biaryl; Amide; Borylation; Metalation; Sodium; Structural Elucidation.

Though LiTMP (TMP = 2,2,6,6-tetramethylpiperidide) is a commonly used amide, surprisingly the heavier NaTMP has hardly been utilized. Here, by mixing NaTMP with tridentate donor PMDETA (N,N,N’,N”,N”-pentamethyldiethylenetriamine), we provide structural, and mechanistic insights into the sodiation of non-activated arenes (e.g. anisole and benzene). While these reactions are low yielding, adding B(OiPr)3 has a profound effect, not only by intercepting the CAr-Na bond, but also by driving the metalation reaction towards quant. formation of more stabilized sodium aryl boronates. Demonstrating its metalating power, regioselective C2-metalation/borylation of naphthalene has been accomplished contrasting with single-metal based protocols which are unselective and low yielding. Extension to other arenes allows for in situ generation of aryl boronates which can then directly engage in Suzuki-Miyaura couplings, furnishing a range of biaryls in a selective and efficient manner.

Angewandte Chemie, International Edition published new progress about Aromatic hydrocarbons 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

Fan, Jiali published the artcileVisible light-induced mono-bromination of arenes with BrCCl3, Product Details of C8H10O2, the main research area is bromoarene preparation; arene bromotrichloromethane photochem monobromination.

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using com. available BrCCl3 as a “”Br”” source has been developed. The reaction was performed in air under mild conditions with photocatalyst Ru(bpy)3Cl2·6H2O, avoiding the usage of strong acids and strong oxidants. Mono-brominated products were obtained with medium to excellent yields (up to 94%). This strategy has shown good compatibility and high para-selectivity, which will facilitate the complicated synthesis.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic hydrocarbons 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

Duesel, Simon Josef Siegfried published the artcileOxidative Photochlorination of Electron-Rich Arenes via in situ Bromination, Quality Control of 151-10-0, the main research area is chloroarene regioselective preparation; arene oxidative photochlorination photoredox catalyst.

Electron-rich arenes are oxidatively photochlorinated in the presence of catalytic amounts of bromide ions, visible light, and 4CzIPN as organic photoredox catalyst. The substrates are brominated in situ in a first photoredox-catalyzed oxidation step, followed by a photocatalyzed ipso-chlorination, yielding the target compounds in high ortho/para regioselectivity. Dioxygen serves as a green and convenient terminal oxidant. The use of aqueous hydrochloric acid as the chloride source reduces the amount of saline byproducts.

European Journal of Organic Chemistry published new progress about Aromatic hydrocarbons 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, Quality Control of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wright, Jay S. published the artcileSequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes, Safety of 1,3-Dimethoxybenzene, 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). 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