McLaughlin, Calum’s team published research in Chemical Science in 2021 | CAS: 104-01-8

Chemical Science published new progress about Addition reaction catalysts, stereoselective (regioselective). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.

McLaughlin, Calum published the artcileCatalytic enantioselective synthesis of 1,4-dihydropyridines via the addition of C(1)-ammonium enolates to pyridinium salts, Name: 4-Methoxyphenylacetic acid, the main research area is aromatic ester pyridinium salt isothiourea catalyst dearomatization; dihydropyridine enantioselective regioselective preparation.

The regio- and stereoselective addition of C(1)-ammonium enolates – generated in situ from aryl esters and the isothiourea catalyst (R)-BTM – to pyridinium salts bearing an electron withdrawing substituent in the 3-position allowed the synthesis of a range of enantioenriched 1,4-dihydropyridines. This represented the first organocatalytic approach to pyridine dearomatization using pronucleophiles at the carboxylic acid oxidation level. Optimization studies revealed a significant solvent dependency upon product enantioselectivity, with only toluene providing significant asym. induction. Using DABCO as a base also proved beneficial for product enantioselectivity, while investigations into the nature of the counterion showed that co-ordinating bromide or chloride substrates led to higher product er than the corresponding tetrafluoroborate or hexafluorophosphate. The scope and limitations of this process were developed, with enantioselective addition to 3-cyano- or 3-sulfonylpyridinium salts giving the corresponding 1,4-dihydropyridines (15 examples, up to 95 : 5 dr and 98 : 2 er).

Chemical Science published new progress about Addition reaction catalysts, stereoselective (regioselective). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Zhu, Qilei’s team published research in Journal of the American Chemical Society in 2020-10-21 | CAS: 104-01-8

Journal of the American Chemical Society published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Quality Control of 104-01-8.

Zhu, Qilei published the artcilePhotocatalytic Hydromethylation and Hydroalkylation of Olefins Enabled by Titanium Dioxide Mediated Decarboxylation, Quality Control of 104-01-8, the main research area is carboxylic acid alkene titanium dioxide light photocatalytic hydroalkylation decarboxylation; alkane preparation.

A versatile method for the hydromethylation and hydroalkylation of alkenes at room temperature is achieved by using the photooxidative redox capacity of the valence band of anatase titanium dioxide (TiO2). Mechanistic studies support a radical-based mechanism involving the photoexcitation of TiO2 with 390 nm light in the presence of acetic acid and other carboxylic acids to generate Me and alkyl radicals, resp., without the need for stoichiometric base. This protocol is accepting of a broad scope of alkene and carboxylic acids, including challenging ones that produce highly reactive primary alkyl radicals and those containing functional groups that are susceptible to nucleophilic substitution such as alkyl halides. This methodol. highlights the utility of using heterogeneous semiconductor photocatalysts such as TiO2 for promoting challenging organic syntheses that rely on highly reactive intermediates.

Journal of the American Chemical Society published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Quality Control of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Yang, Tao’s team published research in Journal of the American Chemical Society in 2020-12-23 | CAS: 104-01-8

Journal of the American Chemical Society published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Yang, Tao published the artcileChemoselective Union of Olefins, Organohalides, and Redox-Active Esters Enables Regioselective Alkene Dialkylation, HPLC of Formula: 104-01-8, the main research area is alkenyl amide ester haloalkane nickel chemoselective regioselective dialkylation; amide dialkyl preparation.

Multicomponent catalytic processes that can generate multiple C(sp3)-C(sp3) bonds in a single step under mild conditions, particularly those that employ inexpensive catalysts and substrates, are highly sought-after in chem. research for complex mol. synthesis. Here, we disclose an efficient Ni-catalyzed reductive protocol that chemoselectively merges alkenyl amides with two different aliphatic electrophiles. Starting materials are readily accessible from stable and abundant feedstock, and products are furnished in up to >98:2 regioisomeric ratios. The present strategy eliminates the use of sensitive organometallic reagents, tolerates a wide array of complex functionalities, and enables regiodivergent addition of two primary alkyl groups bearing similar electronic and steric attributes across aliphatic C=C bonds with exquisite control of site selectivity. Utility is underscored by the concise synthesis of bioactive compounds and postreaction functionalizations leading to structurally diverse scaffolds. DFT studies revealed that the regiochem. outcome originates from the orthogonal reactivity and chemoselectivity profiles of in situ generated organonickel species.

Journal of the American Chemical Society published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Liu, Feipeng’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 104-01-8

Angewandte Chemie, International Edition published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Liu, Feipeng published the artcilePalladium/Norbornene-Catalyzed Indenone Synthesis from Simple Aryl Iodides: Concise Syntheses of Pauciflorol F and Acredinone A, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is acredinone A synthesis; pauciflorol F formal synthesis; indenone preparation annulation; acredinone A; indenone; norbornene; palladium; pauciflorol F.

To show the synthetic utility of palladium/norbornene (Pd/NBE) cooperative catalysis, here we report concise syntheses of indenone-based natural products, pauciflorol F and acredinone A, which are enabled by direct annulation between aryl iodides and unsaturated carboxylic acid anhydrides. Compared to the previous indenone preparation approaches, this method allows simple aryl iodides to be used as substrates with complete control of the regioselectivity. The total synthesis of acredinone A features two different Pd/NBE-catalyzed ortho acylation reactions for constructing penta-substituted arene cores, including the development of a new ortho acylation/ipso borylation.

Angewandte Chemie, International Edition published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Liu, Yafei’s team published research in Tetrahedron Letters in 2021-02-16 | CAS: 104-01-8

Tetrahedron Letters published new progress about Benzamidines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Liu, Yafei published the artcileA copper-catalyzed approach for the synthesis of asymmetrical disubstituted 1,2,4-thiadiazoles via elemental sulfur-mediated decarboxylative redox cyclization, SDS of cas: 104-01-8, the main research area is thiadiazole preparation; arylacetic acid amidine decarboxylative redox cyclization copper catalyst.

The various asym. disubstituted 1,2,4-thiadiazoles I (R = Ph, 2,5-dimethylphenyl, naphthalen-2-yl, thiophen-2-yl, etc.; R1 = H, Me, CF3, Ph) are smoothly prepared by copper-catalyzed approach, which employed arylacetic acids RCH2C(O)OH and amidines 4-R1C6H4C(=NH.HCl)NH2 as substrates, and elemental sulfur to mediate decarboxylative redox cyclization. The advantages of this method are simple, efficient, and ligand-free. In addition, this method can provide products I in moderate to good yields.

Tetrahedron Letters published new progress about Benzamidines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Chen, Yu’s team published research in Organic Letters in 2022-04-22 | CAS: 104-01-8

Organic Letters published new progress about Molecular structure, natural product (structure confirmation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, COA of Formula: C9H10O3.

Chen, Yu published the artcileTotal Synthesis of Denigrin E and Its Oxidative Conversion into Co-occurring Metabolite Denigrin D, COA of Formula: C9H10O3, the main research area is denigrin E total synthesis oxidative rearrangement denigrin D.

An unambiguous, six-step total synthesis of denigrin E (5) from anisaldehyde 22 has been achieved, confirming the structure of this marine natural product. On treatment with t-BuOOH/Mo(CO)6, compound 5 undergoes a unique and possibly biogenetically relevant oxidative rearrangement to generate the co-occurring metabolite denigrin D (4), which is obtained in 61% yield.

Organic Letters published new progress about Molecular structure, natural product (structure confirmation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Ishida, Naoki’s team published research in Journal of the American Chemical Society in 2019-12-18 | CAS: 104-01-8

Journal of the American Chemical Society published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Ishida, Naoki published the artcileCarboxylation of Benzylic and Aliphatic C-H Bonds with CO2 Induced by Light/Ketone/Nickel, Related Products of isoquinoline, the main research area is ketone nickel carboxylation benzylic aliphatic carbon dioxide.

A photoinduced carboxylation reaction of benzylic and aliphatic C-H bonds with CO2 is developed. Toluene derivatives capture gaseous CO2 at the benzylic position to produce phenylacetic acid derivatives when irradiated with UV light in the presence of an aromatic ketone, a nickel complex, and potassium tert-butoxide. Cyclohexane reacts with CO2 to furnish cyclohexanecarboxylic acid under analogous reaction conditions. The present photoinduced carboxylation reaction provides a direct access from readily available hydrocarbons to the corresponding carboxylic acids with one carbon extension.

Journal of the American Chemical Society published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Li, Chenchen’s team published research in Angewandte Chemie, International Edition in 2020-06-22 | CAS: 104-01-8

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Li, Chenchen published the artcileOxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides, SDS of cas: 104-01-8, the main research area is carboxylate ester amide preparation alkynyl boronate oxidation; alkynes; boron; carboxylic acids; oxidation; synthetic methods.

A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)-B bond oxidation This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcs., and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodol. was further highlighted by the preparation of pharmaceutical mols.

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Qian, Bing-Feng’s team published research in Inorganica Chimica Acta in 2021-08-01 | CAS: 104-01-8

Inorganica Chimica Acta published new progress about Benzoic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Qian, Bing-Feng published the artcileNew (μ-oxo)bis(μ-carboxylato)diruthenium(III) complexes containing 1,4,7-trimethyl-1,4,7-triazacyclononane ligands, Related Products of isoquinoline, the main research area is dinuclear ruthenium trimethyltriazacyclononane benzoato phenylacetato complex catalyst preparation electrochem; crystal structure dinuclear ruthenium trimethyltriazacyclononane benzoato phenylacetato complex.

Treatment of [(Me3tacn)RuCl3·H2O] (Me3tacn = 1,4,7-trimethyl-1,4,7-triazacyclononane) with substituted benzoic acid or phenylacetic acid, in water in the presence of potassium hexafluorophosphate gave cationic dinuclear Ru(III)-Ru(III) (μ-oxo)bis(μ-carboxylato) complexes [(Me3tacn)2Ru2(μ-O)(μ-OOCR)2](PF6)2 (R = Ph, 1; -py, 2; -C6H4-2-Cl, 3; -C6H3-2,4-Cl2, 4; -CH2C6H4-2-CH3, 5; -CH2C6H4-4-CH3, 6; -CH2C6H4-4-OCH3, 7; -CH2C6H4-4-Cl, 8). All complexes are well characterized by IR, UV/visible and mass spectroscopies, and their electrochem. properties were also investigated. The mol. structures of 1, 2·2C3H6O, 5·2C3H6O, 7 and 8 were also established by single-crystal x-ray diffraction. The photocatalytic properties for H2 evolution by water splitting of complexes 1, 2, 3, 5, and 7 were also investigated.

Inorganica Chimica Acta published new progress about Benzoic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Feng, Guangshou’s team published research in European Journal of Organic Chemistry in 2019 | CAS: 104-01-8

European Journal of Organic Chemistry published new progress about Azo compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application of 4-Methoxyphenylacetic acid.

Feng, Guangshou published the artcileDecarboxylative C-C and C-N Bond Formation by Ligand-Accelerated Iron Photocatalysis, Application of 4-Methoxyphenylacetic acid, the main research area is unsaturated dinitrile carboxylic acid iron catalyst photochem decarboxylative addition; azodocarboxylate carboxylic acid iron catalyst photochem decarboxylative addition.

A mild and effective protocol for decarboxylative C-C and C-N bond formation through iron photocatalysis was achieved. The carboxylic acids underwent radical decarboxylation in the presence of Fe2(SO4)3 and di-(2-picolyl)amine under visible light irradiation The resulting alkyl radicals then reacted with Michael acceptors or azodicarboxylates to furnish the adducts.

European Journal of Organic Chemistry published new progress about Azo compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem