Lui, Yuen Wai’s team published research in ChemSusChem in 2022-02-08 | CAS: 151-10-0

ChemSusChem published new progress about Alkylphenols 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.

Lui, Yuen Wai published the artcileMethylation with Dimethyl Carbonate/Dimethyl Sulfide Mixtures: An Integrated Process without Addition of Acid/Base and Formation of Residual Salts, HPLC of Formula: 151-10-0, the main research area is methylphenol preparation; methylbenzoate preparation; phenylpropanenitrile preparation; alkylation; dimethyl carbonate; green solvent; lignin; organocatalysis.

Di-Me sulfide, a major byproduct of the Kraft pulping process, was used as an inexpensive and sustainable catalyst/co-reagent (Me donor) for various methylations with di-Me carbonate (as both reagent and solvent), which afforded excellent yields of O-methylated phenols and benzoic acids, and mono-C-methylated arylacetonitriles. Furthermore, these products could be isolated using a remarkably straightforward workup and purification procedure, realized by di-Me sulfide’s neutral and distillable nature and the absence of residual salts. The likely mechanisms of these methylations were elucidated using exptl. and theor. methods, which revealed that the key step involves the generation of a highly reactive trimethylsulfonium methylcarbonate intermediate. The phenol methylation process represents a rare example of a Williamson-type reaction that occurs without the addition of a Bronsted base.

ChemSusChem published new progress about Alkylphenols 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

 

Jud, Wolfgang’s team published research in Journal of Organic Chemistry in 2021-11-19 | CAS: 151-10-0

Journal of Organic Chemistry published new progress about Aralkyl 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, Name: 1,3-Dimethoxybenzene.

Jud, Wolfgang published the artcileElectrochemical α-Arylation of Ketones via Anodic Oxidation of in situ Generated Silyl Enol Ethers, Name: 1,3-Dimethoxybenzene, the main research area is aryl ketone electrochem arylation arene; aralkyl ketone preparation.

An electrochem. procedure for the α-arylation of ketones has been developed. The method is based on the generation and one-pot anodic oxidation of silyl enol ethers in the presence of an arene. This strategy avoids isolation of the silyl enol intermediate and the utilization of external supporting electrolytes. Intermol. arylations, which had not been reported so far, are possible when electron-rich arenes are utilized as coupling partners. The method has been demonstrated for a wide variety of aryl ketones and activated arenes in moderate to good yields (up to 69%). Mechanistic insights and a theor. rationale that explained the ketone α-arylation vs. dimerization selectivity are also presented.

Journal of Organic Chemistry published new progress about Aralkyl 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, Name: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Pradhan, Suman’s team published research in Advanced Synthesis & Catalysis in 2019 | CAS: 151-10-0

Advanced Synthesis & Catalysis published new progress about Aromatic amines 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 of 1,3-Dimethoxybenzene.

Pradhan, Suman published the artcileRegiodivergent Aromatic Electrophilic Substitution Using Nitrosoarenes in Hexafluoroisopropanol: A Gateway for Diarylamines and p-Iminoquinones Synthesis, Application of 1,3-Dimethoxybenzene, the main research area is diaryl amine iminoquinone regiodivergent preparation; arene nitrosoarene regiodivergent aromatic electrophilic substitution.

A metal-free aromatic electrophilic substitution reaction using nitrosoarenes as electrophiles in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) was reported. HFIP activates nitrosoarene toward the electrophilic C-H amination followed by a concomitant N-O bond cleavage to deliver diarylamines, e.g. I (R1 = H, Cl, I, CF3, R2 = H; R1 = H, R2 = Br, Me, EtO2C) from 1,3,5-trimethoxybenzene, without requiring any extra reagent or further treatment. The dual electrophilic nature of nitrosoarene permitted a switch-over of selectivity to C-H oxygenation furnishing dearomatized p-iminoquinones, such as II, following a unique mechanistic rationale of two consecutive [2,3] sigmatropic rearrangement in nitroso-chem.

Advanced Synthesis & Catalysis published new progress about Aromatic amines 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 of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Cabrera-Lobera, Natalia’s team published research in Tetrahedron in 2019-08-02 | CAS: 151-10-0

Tetrahedron published new progress about Alcohols, propargyl 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, COA of Formula: C8H10O2.

Cabrera-Lobera, Natalia published the artcileBronsted acid-catalyzed synthesis of tetrasubstituted allenes and polysubstituted 2H-chromenes from tertiary propargylic alcohols, COA of Formula: C8H10O2, the main research area is allene preparation tertiary propargylic alc allyl trimethylsilane; chromene preparation tertiary propargylic alc methoxyarene.

A practical and environmentally benign Bronsted acid-catalyzed protocol for the preparation of all-carbon tetrasubstituted allenes, consisting in the direct SN’ addition of tri- or dimethoxy arenes or allyltrimethylsilane to tertiary propargylic alcs., has been developed. In addition, a straightforward synthesis of densely substituted 2H-chromenes by metal-free tandem allenylation/heterocyclization reaction of methoxyphenols and tertiary alkynols is presented.

Tetrahedron published new progress about Alcohols, propargyl 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, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Kalita, Gitumoni’s team published research in Catalysis Letters in 2020-07-31 | CAS: 151-10-0

Catalysis Letters published new progress about Alcohols, propargyl 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.

Kalita, Gitumoni published the artcilePara-Toluenesulfonic Acid Catalyzed Synthesis of Indenes a Tandem Friedel-Crafts Alkylation/Hydroarylation of Tertiary Propargylic Alcohols with Electron-Rich Arenes, HPLC of Formula: 151-10-0, the main research area is aryl phenylpropynol arene acid tandem Friedel Crafts alkylation hydroarylation; diaryl indene preparation regioselective.

A simple protocol to synthesize indenes efficiently by PTSA catalyzed tandem Friedel-Crafts alkylation/hydroarylation of tertiary propargylic alc. with electron-rich arenes was described. The desired indenes were obtained regioselectively in good to very good yields under mild reaction conditions. The allene intermediate was isolated to get an insight into the mechanistic pathway of the indene forming reaction.

Catalysis Letters published new progress about Alcohols, propargyl 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

 

Lux, Marcel’s team published research in Organic Letters in 2020-05-01 | CAS: 151-10-0

Organic Letters published new progress about Aliphatic 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.

Lux, Marcel published the artcileAdditions of Aldehyde-Derived Radicals and Nucleophilic N-Alkylindoles to Styrenes by Photoredox Catalysis, Product Details of C8H10O2, the main research area is photoredox catalyzed addition acyl radical alkylindole nucleophile styrene.

The consecutive addition of acyl radicals and N-alkylindole nucleophiles to styrenes was established, as well as some addnl. radical-nucleophile combinations. Both aryl and aliphatic aldehydes give reasonable yields. The reaction proceeds best for α-substituted styrenes, effectively creating a quaternary all-carbon center. Some iridium-based photoredox systems are catalytically active; furthermore, a base is needed in this transformation. Radicals are formed by reductive perester cleavage and hydrogen atom transfer.

Organic Letters published new progress about Aliphatic 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

 

Smith, Jordan N.’s team published research in Journal of Organic Chemistry in 2020-03-20 | CAS: 151-10-0

Journal of Organic Chemistry published new progress about Aliphatic 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, Formula: C8H10O2.

Smith, Jordan N. published the artcileOne-Step Synthesis of C2v-Symmetric Resorcin[4]arene Tetraethers, Formula: C8H10O2, the main research area is tetraether resorcinarene preparation regioselective diastereoselective; alkyl aldehyde resorcinol dimethoxybenzene three component reaction.

The three-component reaction between a resorcinol, 1,3-dimethoxybenzene and alkyl aldehydes RCHO (R = Me, Et, iso-Pr, Bu, cyclohexyl, etc.) along with BF3.OEt2 affords a C2v-sym. resorcin[4]arene tetraethers I (R1 = H, Cl, Br, Me, OH; R2 = H, OH, Me, OMe) in one step; in most cases, the single isomer can be precipitated from the reaction mixture in moderate to excellent yields (up to 89%). The reaction is tolerant of 2-substituted resorcinols (R1 = OH, Cl, Br, Me), allowing a third type of functionality to be regioselectively incorporated during the macrocyclization.

Journal of Organic Chemistry published new progress about Aliphatic 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, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Krieg, Sara-Cathrin’s team published research in Angewandte Chemie, International Edition in 2021-10-25 | CAS: 151-10-0

Angewandte Chemie, International Edition published new progress about Amino alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Krieg, Sara-Cathrin published the artcileOxyenamides as Versatile Building Blocks for a Highly Stereoselective One-Pot Synthesis of the 1,3-Diamino-2-ol-Scaffold Containing Three Continuous Stereocenters, COA of Formula: C8H10O2, the main research area is diamino alc diastereoselective one pot; oxyenamide preparation acylimine; 1,3-diamine; Lewis acid; enamides; one-pot reaction; stereoselective synthesis.

A highly diastereoselective one-pot synthesis of the 1,3-diamino-2-alc. unit bearing three continuous stereocenters is described. This method utilizes 2-oxyenamides as a novel type of building block for the rapid assembly of the 1,3-diamine scaffold containing an addnl. stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)-oxyenamides is reported as well.

Angewandte Chemie, International Edition published new progress about Amino alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Fujita, Takeshi’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 151-10-0

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, Category: isoquinoline.

Fujita, Takeshi published the artcileAcid-mediated intermolecular C-F/C-H cross-coupling of 2-fluorobenzofurans with arenes: synthesis of 2-arylbenzofurans, Category: isoquinoline, the main research area is halobenzofuran arene acid promotor cross coupling reaction; aryl benzofuran preparation.

Transition-metal-free acid-promoted biaryl construction was achieved via intermol. C-F/C-H cross-coupling. By treating 2-fluorobenzofurans with arenes in the presence of AlCl3, 2-arylbenzofurans were obtained. This protocol was successfully applied to the short-step orthogonal synthesis of a bioactive 2-arylbenzofuran natural product, which allows independent transformations of C-F and C-Br bonds. Mechanistic studies indicated that α-fluorine-stabilized carbocations, generated via the protonation of 2-fluorobenzofurans, served as key intermediates. The Friedel-Crafts-type C-C bond formation between the α-fluorocarbocations and arenes, followed by hydrogen fluoride elimination, afforded 2-arylbenzofurans.

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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Pei, Xiaocong’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 151-10-0

Organic & Biomolecular 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, Category: isoquinoline.

Pei, Xiaocong published the artcileSterically controlled C-H/C-H homocoupling of arenes via C-H borylation, Category: isoquinoline, the main research area is biaryl preparation regioselective; arene borylation homocoupling iridium copper catalyst.

A mild one-pot protocol for the synthesis of biaryls R-R [R = 3-chloro-5-methylphenyl, 3-bromo-2-fluoro-5-(trifluoromethyl)phenyl, naphth-2-yl, etc.] by sequential Ir-catalyzed C-H borylation and Cu-catalyzed homocoupling of arenes RH has been described. The regiochem. of the biaryls is sterically controlled as dictated by the C-H borylation step. The methodol. is also successfully extended to heteroarenes R1H (R1 = benzofuran-2-yl, 2-methylthiophen-5-yl, 3-chloropyridin-5-yl, etc.). Some of the products obtained by this approach are impossible to obtain via Ullmann or Suzuki coupling protocols. Finally, one-pot sequence describing C-H borylation/Cu-catalyzed homocoupling/Pd-catalyzed Suzuki coupling to obtain π-extended arene framework has been reported.

Organic & Biomolecular 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem