Category: 104-01-8

Lu, Dong published the artcileCu-Catalyzed Dual C-O Bonds Cleavage of Cyclic Ethers with Carboxylic Acids, NaI, and TMSCF3 to Give Iodoalkyl Ester, Formula: C9H10O3, the main research area is iodoalkyl ester regioselective preparation; cyclic ether acid sodium iodide bond cleavage copper catalyst.

Herein, by dual C-O bonds cleavage of cyclic ethers with Cu-catalysis led to the development of a selective three-component coupling of com. available chems., carboxylic acids, ethers, and halogens to synthesize iodoalkyl esters RC(O)OR1 [R = Ph, 2-furyl, 4-BrC6H4, etc.; R1 = (CH2)4-I, n-decyl, (CH2)5-I, etc.] in the presence of TMSCF3 was reported. This allowed for the concise synthesis of highly functionalized iodoalkyl esters directly. And the synthetic insect pheromones were also disclosed.

Organic Letters published new progress about 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, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yan, Zhiyang published the artcileConstruction of C(sp2)-C(sp3) Bond between Quinoxalin-2(1H)-ones and N-Hydroxyphthalimide Esters via Photocatalytic Decarboxylative Coupling, Application In Synthesis of 104-01-8, the main research area is quinoxalinone green preparation; alkyl hydroxyphthalimide ester quinoxalinone decarboxylative coupling photocatalyst; C(sp2)−C(sp3); NHP esters; metal- and oxidant-free; photoredox catalysis; quinoxalin-2(1H)-ones.

A novel visible-light-driven decarboxylative coupling of alkyl N-hydroxyphthalimide esters with quinoxalin-2(1H)-ones was developed to afford 3-alkylated quinoxalin-2(1H)-ones I [R1 = H, Me, Bn, etc.; R2 = H, 6-OMe, 7-Cl, etc.; R3 = tBu, Cy, admantyl, etc.]. This C(sp2)-C(sp3) bond-forming transformation exhibited excellent substrate generality with respect to both the coupling partners. Addnl., the mild conditions, easy availability of substrates, wide functional group tolerance and operational simplicity made this protocol practical in the synthesis of compounds I.

Chemistry – An Asian Journal published new progress about 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, Application In Synthesis of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Mao, Runze published the artcileDeoxygenative trifluoromethylthiolation of carboxylic acids, COA of Formula: C9H10O3, the main research area is trifluoromethyl thioester preparation; carboxylic acid trifluoromethylthiolating reagent deoxygenative trifluoromethylthiolation Lewis acid catalyst.

A deoxygenative trifluoromethylthiolation method yielded trifluoromethyl thioesters RCOSCF3 [R = 4-t-BuC6H4, 3-MeOC6H4, (2-(2,3-dimethoxyphenyl)vinyl), etc.] from readily available carboxylic acids using trifluoromethylthiolating reagents was repored. The method was built upon an “”umpolung”” strategy where triphenylphosphine was used to first activate an electrophilic trifluoromethylthiolating reagent and then served as an oxygen acceptor for the deoxygenation. The method was mild, efficient, broad-scope and tolerant. The trifluoromethyl thioesters could be converted into trifluoromethyl thioether by Pd-catalyzed decarbonylation.

Chemical Science published new progress about 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ramesh, Vinay Bapu published the artcileRh(III)-Catalyzed Distal C-H Alkenylation of Weakly Coordinating Acetamides Via Desilylation Pathway, Safety of 4-Methoxyphenylacetic acid, the main research area is alkenylphenylacetamide regioselective diastereoselective preparation; rhodium catalyst directed regioselective stereoselective alkenylation arylacetamide arylethynylsilane; substituent deuterium kinetic isotope effect regioselective alkenylation arylacetamide arylethynylsilane; mechanism rhodium catalyzed regioselective stereoselective alkenylation arylacetamide arylethynylsilane.

In the presence of [Cp*RhCl2]2 , pivalic acid, and AgSbF6, arylacetamides such as PhCH2CONHi-Pr underwent regioselective and diastereoselective alkenylation with arylethynylsilanes RCCSiMe3 (R = Ph, 4-MeC6H4, 2-MeC6H4, 4-t-BuC6H4, 4-FC6H4, 3-FC6H4, 2-BrC6H4, 4-ClC6H4, 1-naphthyl, 2-thienyl, 4-MeOC6H4) to yield ortho-alkenylphenylacetamides such as I (R = Ph, 4-MeC6H4, 2-MeC6H4, 4-t-BuC6H4, 4-FC6H4, 3-FC6H4, 2-BrC6H4, 4-ClC6H4, 1-naphthyl, 2-thienyl, 4-MeOC6H4). The effect of substitution on the arylacetamide moiety and the deuterium kinetic isotope effect were determined, deuterium labeling experiments were performed, and a silylalkenylarylacetamide intermediate was isolated to provide evidence for the mechanism of the reaction; the in situ-generated rhodium species is likely to be Lewis acidic and to play a role in the desilylation step.

Advanced Synthesis & Catalysis published new progress about Alkenylation catalysts, stereoselective (regioselective). 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

Cheng, Wei-Chieh published the artcileFurther insights on structural modifications of muramyl dipeptides to study the human NOPD2 stimulating activity, Category: isoquinoline, the main research area is muramyl dipeptide structural modification human NOPD2 stimulating activity; dipeptide muramyl synthesis Staudinger reaction Click chem; Click chem azide alkyne cycloaddition copper catalyst; Biological activity; Innate immunity; Muramyl dipeptide (MDP); NOD2; Peptidoglycan; Structure activity relationship.

A series of muramyl dipeptide (MDP) analogs with structural modifications at the C4 position of MurNAc and on the D-iso-glutamine (isoGln) residue of the peptide part were synthesized. The C4-diversification of MurNAc was conveniently achieved by using CuAAC click strategy to conjugate an azido muramyl dipeptide precursor with structurally diverse alkynes. D-Glutamic acid (Glu), replaced with isoGln, was applied for the structural diversity through esterification or amidation of the carboxylic acid. In total, 26 MDP analogs were synthesized and bio-evaluated for the study of human NOD2 stimulation activity in the innate immune response. Interestingly, MDP derivatives with an ester moiety are found to be more potent than reference compound MDP itself or MDP analogs containing an amide moiety. Among the varied lengths of the alkyl chain in ester derivatives, the MDP analog bearing the D-glutamate dodecyl (C12) ester moiety showed the best NOD2 stimulation potency.

Chemistry – An Asian Journal published new progress about Alkynes 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

To, Tuong A. published the artcileIron-catalyzed one-pot sequential transformations:synthesis of quinazolinones via oxidative Csp3-H bond activation using a new metal-organic framework as catalyst, SDS of cas: 104-01-8, the main research area is iron catalyst preparation; quinazolinone green preparation; phenylacetic acid aminobenzamide tandem activation cyclization iron catalyst; diamine phenylacetic acid tandem activation cyclization iron catalyst.

A new mixed-linker iron-based MOF VNU-21 [Fe3(BTC)(EDB)2·12.27H2O] was synthesized via mixed-linker synthetic strategy using 1,3,5-benzenetricarboxylic acid, 4,4′-ethynylenedibenzoic acid and FeCl2. The VNU-21 was consequently used as a recyclable heterogeneous catalyst in the one-pot synthesis of quinazolinones I [R = H, 2-Me, 4-Br, etc.; R1 = H, 7-Me, 6-F, etc.] via two steps under oxygen atm. The synthetic scheme involved iron-catalyzed oxidative Csp3-H bond activation to achieve decarboxylation of phenylacetic acids and succeeding metal-free oxidative cyclization with 2-aminobenzamides. The VNU-21 was more effective than a series of heterogeneous and homogeneous catalysts. It was possible to reutilized the iron-based framework without a considerable deterioration in catalytic performance.

Journal of Catalysis published new progress about Amides 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

Khan, Irfan published the artcileA versatile pre and post Ugi modification for the synthesis of natural product inspired fused peptide-carboline scaffolds as potential anti-leishmanial agents, Name: 4-Methoxyphenylacetic acid, the main research area is natural product synthesis peptide carboline peptidomimetic anti leishmanial agent; leishmanicidal structure activity amastigote promastigote cytotoxicity mol docking pharmacokinetic; amine amino acid isocyanide aldehyde Ugi reaction antiamastigote activity; drug design toxicity carcinogenicity.

A series of novel β-carboline-peptide/tetrahydro-β-carbolines-peptide has been synthesized via natural product inspired mol. hybridization approach. All the hybrids were examined for their anti-leishmanial potential. Most of the screened derivatives exhibited significant in vitro anti-leishmanial activity against promastigote and intracellular amastigotes (IC50 ranging from 2.43 to 7.61μM) than the control, miltefosine (IC50 = 8.2μM), with less cytotoxicity in comparison to the standard drugs (sodium stibogluconate, and miltefosine). Compound (I) was also able to inhibit Leishmania donovani TR (LdTR). A mol. modeling study based on docking and subsequent binding free energy evaluation was carry out in the active site of LdTR to understand their possible binding site. Our results show that prepared β-carboline-peptide/tetrahydro-β-carbolines-peptide represent a new structural lead for anti-leishmanial chemotherapy.

ChemistrySelect published new progress about Amines 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, Name: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kalita, Tapasi published the artcileEthyl 2-Cyano-2-(2-Nitrophenylsulfonyloximino)Acetate (ortho-NosylOXY) Mediated One-Pot Racemization Free Synthesis of Ureas, Carbamates, and Thiocarbamates via Curtius Rearrangement, Synthetic Route of 104-01-8, the main research area is urea preparation; carbamate preparation; thiocarbamate preparation; carboxylic acid ethyl cyano nitrophenylsulfonyloximino acetate Curtius rearrangement.

A detailed NMR-based mechanism study is incorporated here. Direct conversion of to ureas RNHC(O)NHR1 (R = Ph, 4-methylphenyl, 4-methoxybenzyl, (tert-butoxycarbonylamino)(phenyl)methyl, etc.; R1 = 4-chlorophenyl, tert-Bu, methoxycarbonylmethyl, etc.), carbamates RNHC(O)OR1 (R = 4-methoxyphenyl, 4-bromophenyl; R1 = 4-nitrobenzyl, 4-methoxybenzyl), and thiocarbamate RNHC(O)SR1 (R = Ph, undecan-1-yl, 2-methoxyphenyl; R1 = 4-chlorobenzyl) in a single pot via Curtius rearrangement is accomplished. One recently established coupling reagent, ethyl-2-cyano-2-(2-nitrophenylsulfonyloximino)acetate (ortho-NosylOXY), is successfully used for the racemization free synthesis of ureas, di-peptidyl ureas, and carbamates with moderate to good yield (82-69%). This single-pot hassle-free procedure works with a diverse range of N-protecting groups Fmoc, Boc, and Cbz. Various amines R1NH2, including aromatic, Me esters of amino acids, tert-butylamine, benzyl alcs. (such as 4-nitrobenzyl alc., 4-methoxybenzyl alc.), and (4-chlorophenyl)-methanethiol, are used as nucleophiles. Racemization suppression, easy removal of byproducts, and less waste generation make this methodol. useful.

Asian Journal of Organic Chemistry published new progress about Amines 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, Synthetic Route of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Zhuo published the artcile4-Aminobenzotriazole (ABTA) as a removable directing group for palladium-catalyzed aerobic oxidative C-H olefination, SDS of cas: 104-01-8, the main research area is cyclic peptide synthesis crystal structure aminobenzotriazole directing group; benzotriazole alkylation arylation; aerobic oxidative olefination palladium catalyst macrocyclization peptidomimetic.

4-Aminobenzotriazole (ABTA) was applied as an effective removable directing group (DG) in Pd-catalyzed C-H activation for the first time. Compared with the widely applied pyridine and quinoline analogs, ABTA showed significantly improved reactivity, achieving aerobic oxidative C-H olefination in excellent yields (up to 95% vs <50% with other reported DGs under identical conditions). Using this new strategy, macrocyclization was achieved to give cyclic peptides in good yields with easy ABTA removal under mild conditions, highlighting the promising potential of this new DG. Organic Letters published new progress about Alkenes 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

Abdelhamid, Yusra published the artcileIsothiourea-Catalyzed [2+2] Cycloaddition of C(1)-Ammonium Enolates and N-Alkyl Isatins, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is beta hydroxyamide preparation diastereoselective enantioselective; alkyl isatin anhydride ammonium enolate cycloaddition ring opening isothiourea.

Enantioselective [2+2] cycloaddition of C(1)-ammonium enolates generated catalytically using the isothiourea HyperBTM with N-alkyl isatins gives spirocyclic β-lactones. In situ ring-opening with an amine nucleophile generates isolable highly enantioenriched products I (R1 = H, 6-Cl, 5-OCF3, etc.; R2 = Me, Bn, allyl; R3 = Ph, 4-MeOC6H4, 1-naphthyl, etc.; Nuc = NHCH2C6H5, N-morpholinyl, N-pyrrolidinyl) in up to 92:8 dr and in >99:1 er.

Organic Letters published new progress about [2+2] Cycloaddition reaction catalysts (stereoselective). 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