Yang, Jianping’s team published research in Journal of the American Chemical Society in 2021-12-29 | CAS: 104-01-8

Journal of the American Chemical Society published new progress about Aromatic esters 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.

Yang, Jianping published the artcileCombined Theoretical and Experimental Studies Unravel Multiple Pathways to Convergent Asymmetric Hydrogenation of Enamides, Quality Control of 104-01-8, the main research area is vinyl oxazolidinone iridium catalyst enantioselective asym hydrogenation reaction; ethyl oxazolidinone preparation.

A highly efficient convergent asym. hydrogenation of E/Z mixtures of enamides catalyzed by N,P-iridium complexes supported by mechanistic studies was reported. It was found that reduction of the olefinic isomers (E and Z geometries) produced chiral amides with the same absolute configuration (enantioconvergent hydrogenation). This allowed the hydrogenation of a wide range of E/Z mixtures of trisubstituted enamides with excellent enantioselectivity (up to 99% ee). A detailed mechanistic study using deuterium labeling and kinetic experiments revealed two different pathways for the observed enantioconvergence. For α-aryl enamides, fast isomerization of the double bond took place, and the overall process resulted in kinetic resolution of the two isomers. For α-alkyl enamides, no double bond isomerization was detected, and competition experiments suggested that substrate chelation was responsible for the enantioconvergent stereochem. outcome. DFT calculations were performed to predict the correct absolute configuration of the products and strengthen the proposed mechanism of the iridium-catalyzed isomerization pathway.

Journal of the American Chemical Society published new progress about Aromatic esters 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

 

Bauer, Adriano’s team published research in Chemical Science in 2019 | CAS: 104-01-8

Chemical Science published new progress about Chemoselectivity. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, COA of Formula: C9H10O3.

Bauer, Adriano published the artcileChemoselective formal β-functionalization of substituted aliphatic amides enabled by a facile stereoselective oxidation event, COA of Formula: C9H10O3, the main research area is epoxide preparation chemoselective diastereoselective; amide oxidation.

A facile and stereoselective dehydrogenation event enabling the functionalization of aliphatic amides, e.g., 1-(indolin-1-yl)-2-methylpropan-1-one at different positions in a one-pot fashion has been described. Derivatives of relevant pharmaceuticals were formally functionalized in the β-position in late-stage manner. A single-step synthesis of incrustoporine from a simple precursor further showcases the potential utility of this approach.

Chemical Science published new progress about Chemoselectivity. 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

 

Jia, Shikun’s team published research in Organic Letters in 2019-06-07 | CAS: 104-01-8

Organic Letters published new progress about Carbene complexes Role: CAT (Catalyst Use), PEP (Physical, Engineering or Chemical Process), RCT (Reactant), SPN (Synthetic Preparation), USES (Uses), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (donor/donor rhodium carbene generated in situ). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Jia, Shikun published the artcileRhodium-Catalyzed Formal C-O Insertion in Carbene/Alkyne Metathesis Reactions: Synthesis of 3-Substituted 3H-Indol-3-ols, Related Products of isoquinoline, the main research area is indolol synthesis rhodium catalyzed insertion carbene alkyne metathesis.

An efficient and novel rhodium-catalyzed formal C-O insertion reaction of alkyne-tethered diazo compounds for the synthesis of 3H-indol-3-ols is described. A type of donor/donor rhodium carbene generated in situ via a carbene/alkyne metathesis (CAM) process is the key intermediate and terminates in a unique transformation different from donor/acceptor carbenoids. In addition, 18O-labeling experiments indicate that intramol. oxygen-atom transfer from the amide group to the carbon-carbon triple bond occurs during this transformation.

Organic Letters published new progress about Carbene complexes Role: CAT (Catalyst Use), PEP (Physical, Engineering or Chemical Process), RCT (Reactant), SPN (Synthetic Preparation), USES (Uses), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (donor/donor rhodium carbene generated in situ). 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

 

Qi, Dan’s team published research in Green Chemistry in 2022 | CAS: 104-01-8

Green Chemistry published new progress about Diastereoselective synthesis. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Safety of 4-Methoxyphenylacetic acid.

Qi, Dan published the artcilePhotoinduced synthesis of functionalized oxetanes via diradical-mediated ring contraction, Safety of 4-Methoxyphenylacetic acid, the main research area is aryl diazoacetate dihydrofuran photochem diastereoselective ring contraction; ethenyl aryl oxetane carboxylate preparation.

A versatile photochem. ring contraction was reported for the synthesis of oxetanes under catalyst-free conditions. The reaction was enabled by the use of 2,5-dihydrofurans and diazo compounds under visible light irradiation, delivering functionalized 3-vinyloxetanes as major products. The outstanding features of this protocol included mild reaction conditions, operational simplicity and scalability, as well as excellent functional-group tolerance. DFT calculations indicated that the reaction may proceed through the formation of an oxonium ylide intermediate followed by a diradical-mediated rearrangement and cyclization.

Green Chemistry published new progress about Diastereoselective synthesis. 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

 

Bag, Sukdev’s team published research in Chemistry – A European Journal in 2019 | CAS: 104-01-8

Chemistry – A European Journal published new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Product Details of C9H10O3.

Bag, Sukdev published the artcilePalladium-Catalyzed Selective meta-C-H Deuteration of Arenes: Reaction Design and Applications, Product Details of C9H10O3, the main research area is phenylacetic acid deuteriated acetic palladium catalyst regioselective deuteration; deuteriated phenylacetic acid preparation; benzylsulfonic acid deuteriated acetic palladium catalyst regioselective deuteration; benzyl sulfonic acid deuteriated preparation; C−H activation; deuterium; pharmaceuticals; pyrimidine-based directing group; template synthesis.

An easily removable pyrimidine-based auxiliary was employed for the meta-C-H deuteration of arenes. The scope of this Pd-catalyzed deuteration using com. available [D1]- and [D4]-acetic acid was demonstrated by its application in phenylacetic acid and phenylmethanesulfonate derivatives A detailed mechanistic study led to explore the reversibility of the non-rate determining C-H activation step. The of meta-deuterium incorporation illustrated the template morphol. in terms of selectivity. The applicability of this method was demonstrated by the selective deuterium incorporation into various pharmaceuticals.

Chemistry – A European Journal published new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

 

Peng, Mengqi’s team published research in Advanced Synthesis & Catalysis in 2022-07-05 | CAS: 104-01-8

Advanced Synthesis & Catalysis published new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Peng, Mengqi published the artcilePentafluorophenyl Group as Activating Group: Synthesis of α-Deuterio Carboxylic Acid Derivatives via Et3N Catalyzed H/D Exchange, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is pentafluorophenylacetate deuterium oxide triethylamine catalyst regioselective deuteration tandem; pentafluorophenyl dideuterioacetate preparation.

Discovered that highly regioselective H/D exchange was achieved on the α-position of the pentafluorophenyl (Pfp) ester using Et3N as the catalyst and D2O as the deuterium source. Computational and exptl. results showed that the Pfp group can significantly increase the acidity of the α-hydrogen of the ester. This mild reaction condition tolerated a variety of functional groups. 90%�8% yields and 91%�8% deuterium incorporations were obtained with all the tested Pfp esters. Taking advantage of the high reactivity of Pfp esters, a series of valuable α-deuterio carboxylic acid derivatives, including herbicide, drugs and drug intermediates, was synthesized using α-deuterio Pfp esters as precursors.

Advanced Synthesis & Catalysis published new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

 

Yang, Hye Sung’s team published research in Organic Chemistry Frontiers in 2021 | CAS: 104-01-8

Organic Chemistry Frontiers published new progress about Chelation (1,3-). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Yang, Hye Sung published the artcileFunctionalisation of esters via 1,3-chelation using NaOtBu: mechanistic investigations and synthetic applications, Formula: C9H10O3, the main research area is ester transesterification deesterification chelation mechanistic synthetic application.

For the first time, both 1,3-chelation and the formation of a tetrahedral intermediate were confirmed as the key factors for the unusual nucleophilic behavior of a metal t-butoxide in a transesterification reaction. NMR and real-time IR spectroscopies and deuterium-labeling experiments were used for the mechanistic investigation. Based on a pivotal point in the mechanistic understanding of the action of t-butoxide anion, several uncovering reactions such as direct access to value-added chiral α-amino acid t-Bu ester with almost complete retention of optical purity via elaborative transesterification, non-hydrolytic deesterification of esters, and selective bond cleavage of 3-benzoyloxazolidin-2-ones, were successfully achieved.

Organic Chemistry Frontiers published new progress about Chelation (1,3-). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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

Angewandte Chemie, International Edition published new progress about Carbonyl compounds (organic), diazo Role: RCT (Reactant), RACT (Reactant or Reagent) (exothermic decomposition of α-diazo ketone vs. α-carbonyl sulfoxonium ylide). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Clare, Daniel published the artcileChemospecific Cyclizations of α-Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls, HPLC of Formula: 104-01-8, the main research area is chemospecific cyclization carbonyl sulfoxonium ylide aryl heteroaryl; safety advantage carbonyl sulfoxonium ylide; chemospecifity; cyclization; hexafluoroisopropanol; iridium; sulfoxonium.

The functionalization of aryl and heteroaryls using α-carbonyl sulfoxonium ylides without the help of a directing group has remained so far a neglected area, despite the advantageous safety profile of sulfoxonium ylides (safety: an α-diazo ketone was potentially explosive, whereas an α-carbonyl sulfoxonium ylide was not). Described herein are the cyclizations of α-carbonyl sulfoxonium ylides onto benzenes, benzofurans and N-p-toluenesulfonyl indoles in the presence of a base in HFIP [e.g., I â†?II (91%) in presence of K2CO3 in HFIP], whereas pyrroles and N-Me indoles undergo cyclization in the presence of an iridium catalyst. Significantly, these two sets of conditions are chemospecific for each groups of substrates.

Angewandte Chemie, International Edition published new progress about Carbonyl compounds (organic), diazo Role: RCT (Reactant), RACT (Reactant or Reagent) (exothermic decomposition of α-diazo ketone vs. α-carbonyl sulfoxonium ylide). 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

 

Xia, Hai-Dong’s team published research in Angewandte Chemie, International Edition in 2020-09-14 | 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, Category: isoquinoline.

Xia, Hai-Dong published the artcilePhotoinduced Copper-Catalyzed Asymmetric Decarboxylative Alkynylation with Terminal Alkynes, Category: isoquinoline, the main research area is alkylcarboxylic ester alkyne copper enantioselective radical decarboxylative alkynylation light; chiral internal alkyne preparation; alkynylation; asymmetric radical reactions; copper; decarboxylation; photocatalysis.

We describe a photoinduced copper-catalyzed asym. radical decarboxylative alkynylation of bench-stable N-hydroxyphthalimide(NHP)-type esters of racemic alkyl carboxylic acids with terminal alkynes, which provides a flexible platform for the construction of chiral C(sp3)-C(sp) bonds. Critical to the success of this process are not only the use of the copper catalyst as a dual photo- and cross-coupling catalyst but also tuning of the NHP-type esters to inhibit the facile homodimerization of the alkyl radical and terminal alkyne, resp. Owing to the use of stable and easily available NHP-type esters, the reaction features a broader substrate scope compared with reactions using the alkyl halide counterparts, covering (hetero)benzyl-, allyl-, and aminocarbonyl-substituted carboxylic acid derivatives, and (hetero)aryl and alkyl as well as silyl alkynes, thus providing a vital complementary approach to the previously reported method.

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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Zhang, Kaining’s team published research in Journal of the American Chemical Society in 2019-07-03 | CAS: 104-01-8

Journal of the American Chemical Society published new progress about Fluorescence. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Zhang, Kaining published the artcileDehydroxymethylation of Alcohols Enabled by Cerium Photocatalysis, SDS of cas: 104-01-8, the main research area is alc photocatalytic dehydroxymethylation functional group transformation; photocatalytic dehydroxymethylation natural product alkanol functional group transformation.

Dehydroxymethylation, the direct conversion of alc. feedstocks as alkyl synthons containing one less carbon atom, is an unconventional and underexplored strategy to exploit the ubiquity and robustness of alc. materials. Under mild and redox-neutral reaction conditions, utilizing inexpensive cerium catalyst, the photocatalytic dehydroxymethylation platform has been furnished. Enabled by ligand-to-metal charge transfer catalysis, an alc. functionality has been reliably transferred into nucleophilic radicals with the loss of one mol. of formaldehyde. Intriguingly, we found that the dehydroxymethylation process can be significantly promoted by the cerium catalyst, and the stabilization effect of the fragmented radicals also plays a significant role. This operationally simple protocol has enabled the direct utilization of primary alcs. as unconventional alkyl nucleophiles for radical-mediated 1,4-conjugate additions with Michael acceptors. A broad range of alcs., from simple ethanol to complex nucleosides and steroids, have been successfully applied to this fragment coupling transformation. Furthermore, the modularity of this catalytic system has been demonstrated in diversified radical-mediated transformations including hydrogenation, amination, alkenylation, and oxidation

Journal of the American Chemical Society published new progress about Fluorescence. 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