Category: 104-01-8

Li, Peijun published the artcileA Platform for Decarboxylative Couplings via Photoredox Catalysis: Direct Access to Carbocations from Carboxylic Acids for Carbon-Oxygen Bond Formation, COA of Formula: C9H10O3, the main research area is ether chemoselective preparation; ruthenium photoredox catalyst oxidative decarboxylative etherification carboxylic acid alc.

Within the past decade, photoredox catalysis has enabled numerous decarboxylative transformations to couple carboxylic acids with a variety of partners primarily through carbon-centered radical intermediates. Herein, we describe a method for the construction of carbon-oxygen bonds using a dual photoredox/iodine(III) platform directly from simple carboxylic acids and alcs. This activation platform enables the direct utilization of readily available acids and alcs. without the need for prefunctionalization and works broadly across primary, secondary, and tertiary carboxylic acid substrates. We propose that this transformation proceeds via a radical-polar crossover event to generate a discrete carbocation intermediate which is intercepted by a nucleophilic coupling partner, thereby overcoming the electronically mismatched nature inherent in previous radical-based decarboxylative couplings. The application of this mechanistic approach toward addnl. nucleophiles is also demonstrated using water, enabling a direct decarboxylative-hydroxylation reaction. Finally, we demonstrated that the decarboxylative etherification can be applied to a peptide substrate, selectively functionalizing serine over other nucleophilic residues, providing support for future potential bioconjugation applications.

ACS Catalysis published new progress about Alcohols 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Xuewei published the artcileYnamide-Mediated Intermolecular Esterification, COA of Formula: C9H10O3, the main research area is ester preparation; carboxylic acid phenol alc intermol esterification ynamide.

An ynamide-mediated one-pot, two-step intermol. esterification via the condensation of carboxylic acids with nucleophilic hydroxyl species is reported. A broad substrate scope with respect to carboxylic acids, alcs., and phenols is observed The α-acyloxyenamide intermediates formed by the addition of carboxylic acids to ynamides proved to be effective acylating reagents for the esterification of alc. and phenol derivatives with the assistance of base catalysis. Notably, the racemization of the α-chiral center of carboxylic acids can be avoided.

Journal of Organic Chemistry published new progress about Alcohols 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ashok, D. published the artcileGreen synthesis of spiropyranone 3-aryl-4-methylcoumarin derivatives using carbonyldiimidazole, HPLC of Formula: 104-01-8, the main research area is spiropyranone aryl methylcoumarin preparation microwave irradiation green chem; monospirohydroxy acetophenone phenylacetic acid cyclization.

A series of spiropyranone 3-aryl-4-methylcoumarin derivatives I [R = H, Cl, OMe, Me; X = -(CH2)2-, -CH2N(C(O)OC(CH3)3)-, -CH2-] have been synthesized from monospiro-2-hydroxy acetophenones II in a novel and efficient green method using imidazolyl intermediates and inorganic base. Imidazolyl intermediates were in turn generated by grinding the resp. phenylacetic acid 4-RC6H4CH2C(O)OH along with carbonyldiimidazole (CDI). Similarly, monospiro-2-hydroxy acetophenone derivatives II were prepared selectively by avoiding formation of bis derivatives following literature procedure.

Asian Journal of Chemistry published new progress about Chromones 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, HPLC of Formula: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shaabani, Shabnam published the artcileAutomated and accelerated synthesis of indole derivatives on a nano-scale, Product Details of C9H10O3, the main research area is indoline diversity oriented nano scale synthesis; cyclic Schiff base in situ preparation Ugi type reaction; phenyl hydrazine aldehyde Fischer indolization.

For the first time use of acoustic droplet ejection technol. and fast quality control was described to screen the efficiency of synthetic reactions on a nanomole scale in an automated and miniaturized fashion. The interrupted Fischer indole combined with Ugi-type reactions yielded several attractive drug-like indole scaffolds such as I [R1 = H, 5-Me, 4,6-di-Me, 5-MeO, 7-Br; R2 = Me, Et, ; R3 = Me, Et; R2R3 = (CH2)5, (CH2)2O(CH2)2, (CH2)2NBoc(CH2)2; R4 = i-Pr, cyclohexyl, 4-MeOC6H4, etc.; R5 = t-Bu, 2-pyrrolyl, 2-indolyl, etc.], tetrazole II and imino hadantoin e.g., III. In 384-well plates, a diverse set of interrupted Fischer indole intermediates were produced and reacted with the tricyclic hydantoin backbone in a 2-step sequence. Similarly, preformed Fischer indole intermediates were used to produce diverse sets of Ugi products and the efficiency was compared with that of the in situ method. Multiple reactions were performed again on a preparative millimole scale, showing scalability from nano to mg and thus synthetic utility. An unprecedented large number of building blocks were used for fast scope and limitation studies (68 isocyanides, 72 carboxylic acids). Miniaturization and anal. of the generated big synthesis data enabled deeper exploration of the chem. space and permitted the gain of knowledge that was previously impractical or impossible, such as the rapid survey of reactions and building block and functional group compatibility.

Green Chemistry published new progress about Aldehydes 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, Product Details of C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kodo, Taiga published the artcileOrganophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover, Quality Control of 104-01-8, the main research area is hydroxyethyl phthalic ester organophotoredox catalyst photochem decarboxylative semipinacol rearrangement; ethanone preparation; allyl alc electrophile organophotoredox catalyst photochem alkylative semipinacol rearrangement; propanone preparation.

The organophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover (RPC) was reported. A phenothiazine-based organophotoredox catalyst facilitates the generation of an α-hydroxy non-benzylic alkyl radical followed by oxidation to the corresponding carbocation, which was exploited to undergo the semipinacol rearrangement. As a result, the photochem. approach enables decarboxylative semipinacol rearrangement of β-hydroxycarboxylic acid derivatives and alkylative semipinacol type rearrangement of allyl alcs. with carbon electrophiles, producing α-quaternary or α-tertiary carbonyls bearing sp3-rich scaffolds.

Nature Communications published new progress about Aldehydes 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, Quality Control of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Fu-Li published the artcileMechanism-based ligand design for copper-catalysed enantioconvergent C(sp3)-C(sp) cross-coupling of tertiary electrophiles with alkynes, COA of Formula: C9H10O3, the main research area is tertiary alkyl halide alkyne enantioconvergent radical cross coupling copper.

A general copper-catalyzed enantioconvergent C(sp3)-C(sp) cross-coupling of diverse racemic tertiary alkyl halides RX [R = 1-cyclohexyl-1-[(naphthalen-1-yl)carbamoyl]ethyl, 1-phenyl-1-(phenylcarbamoyl)propyl, 1-[(4-bromophenyl)carbamoyl]-1-phenylpropyl, etc.; X = Cl, Br] and I (R1 = Et, cyclopropyl, benzyl, etc.; R2 = Et, Ph, 3-bromophenyl, etc.) with terminal alkynes R3CCH (R3 = Ph, cyclohexen-1-yl, thiophen-2-yl, etc.) (87 examples) was demonstrated. Key to the success is the rational design of chiral anionic N,N,N-ligands, e.g., II (R4 = t-butylphenyl) tailor-made for the computationally predicted outer-sphere radical group transfer pathway. This protocol provides a practical platform for the construction of chiral C(sp3)-C(sp/sp2/sp3) bonds, allowing for expedient access to an array of synthetically challenging quaternary carbon building blocks of interest in organic synthesis and related areas.

Nature Chemistry 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Massaro, Luca published the artcileStereodivergent Synthesis of Trisubstituted: Direct Access to Both Pure Geometrical Isomers, Category: isoquinoline, the main research area is enamide stereodivergent preparation geometrical isomer.

A stereodivergent strategy was developed to access either (E)- or (Z)-isomers of trisubstituted enamides. Starting from an extensive range of ketones, it was possible to synthesize and isolate the desired pure isomer by switching the reaction conditions. Lewis acid activation enables the formation of the (E)-isomers in high stereoselectivity (>90:10) and good yields. However, the use of a Bronsted acid gave the (Z)-isomers, again in high selectivity (up to 99:1), with moderate yields.

Journal of Organic Chemistry published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shao, Xiaoqing published the artcileDecarboxylative Csp3-N Bond Formation by Electrochemical Oxidation of Amino Acids, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is carbon nitrogen bond formation electrochem oxidation amino acid decarboxylation.

Decarboxylative Csp3-N coupling reactions have been developed through electrochem. oxidation of amino acids. The reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to form stabilized carbocations, which are trapped by azoles or amides to construct C-N bonds. This method avoids the preactivation of carboxylic acids and the use of expensive transition-metals and external chem. oxidants.

Organic Letters published new progress about Amides, oxo 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

Hazra, Susanta published the artcileReactivity of Styrenes in Micelles: Safe, Selective, and Sustainable Functionalization with Azides and Carboxylic Acids, Safety of 4-Methoxyphenylacetic acid, the main research area is azide ester preparation; styrene carboxylic acid amphiphile PS 750M mimics NBS oxyfunctionalization.

An amphiphile PS-750-M that mimics dipolar-aprotic organic solvents enables N-bromo succinimide (NBS)-mediated one-pot oxyfunctionalization of styrenes in water under mild conditions. Control experiments reveal the involvement of the radical pathway. The radical intermediate was also trapped with butylated hydroxytoluene to obtain a peroxy educt. The method is scalable without involving any operational risk. This aqueous micellar technol. for oxyfunctionalization is further applied on in situ reduction and click chem. to obtain β-azido alcs. and β-carbonyl triazoles.

ACS Sustainable Chemistry & Engineering published new progress about Azides Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Safety of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Laha, Joydev K. published the artcileImproved, gram-scale synthesis of sildenafil in water using arylacetic acid as the acyl source in the pyrazolo[4,3-d]pyrimidin-7-one ring formation, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is arylacetic acid aminobenzamide water potassium persulfate annulation oxidation green; quinazolinone preparation; arylbenzothiazole preparation; sildenafil preparation.

An improved, gram-scale synthesis of the blockbuster drug sildenafil, used for the treatment of male erectile dysfunction, has been developed. Unlike the previous literature, the current method demonstrates the use of arylacetic acid as an acyl source, a cheap oxidant K2S2O8, and water as the reaction medium in the key step of pyrazolo[4,3-d]pyrimidin-7-one ring formation. As well as being a green and benign approach, the current method reduces the cost by half compared to our previous strategy. In addition, the general relevance of the method has been demonstrated in the synthesis of a variety of quinazolinone and benzothiazole derivatives with excellent functional group tolerance.

New Journal of Chemistry published new progress about Benzamides 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