Tag: M.W=150-200

Sokolov, Anatolii I. published the artcileConvenient and Versatile Synthetic Protocol for Arylidene-1H-imidazol-5(4H)-ones, Computed Properties of 104-01-8, the main research area is arylacetamidoacetate alkylimino benzylidene alkylation diastereoselective cycloaddition; aryl benzylidene alkylimidazolone preparation; benzylidene benzoyl methylimidazolone preparation.

A new protocol for synthesis of the arylidene-1H-imidazol-5(4H)-ones based on O-alkylation of amidoacetates using triethyloxonium tetrafluoroborate leading to carboximidates was proposed. These imidates have long been used in the synthesis of imidazolones by [2+3] cycloaddition reaction with Schiff bases. However, diversity of carboximidates prepared by the common techniques was limited. The protocol proposed here eliminated these limitations. Using this technique, a number of derivatives of the green fluorescent protein (GFP) and as FP chromophores were synthesized, and influence of the C2 residue on their optical properties was studied.

ChemistrySelect published new progress about Alkylation. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Aravindan, Narasingan published the artcileA Short Total Synthesis of Benzophenanthridine Alkaloids via a Rhodium(III)-Catalyzed C-H Ring-Opening Reaction, Quality Control of 86-51-1, the main research area is rhodium catalyst diastereoselective regioselective ring opening oxidation; benzophenanthridine alkaloid total synthesis.

The biol. important naturally available benzophenanthridines were prepared efficiently in three steps with overall good yields. A new synthetic methodol. involving a rhodium(III) catalyzed redox-neutral ring-opening of 7-azabenzonorbornadienes with aromatic aldoximes is developed to synthesize the target mols. The developed C-H ring-opening reaction is highly diastereoselective and compatible with various sensitive functional group substituted aromatic aldoximes as well as substituted 7-azabenzonorbornadienes. The ring-opening products were transformed into highly sensitive 13,14-dehydrobenzo phenanthridine derivatives by HCl hydrolysis. Subsequently, 13,14-dehydrobenzophenanthridines were converted into biol. important benzophenanthridine alkaloids in the presence of DDQ. A possible reaction mechanism was proposed for the C-H ring-opening reaction and supported by the deuterium labeling studies.

Journal of Organic Chemistry published new progress about Benzophenanthridine alkaloids Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Quality Control of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zeng, Qian published the artcileCopper-catalyzed carbene/alkyne metathesis terminated with the Buchner reaction: synthesis of dihydrocyclohepta[b]indoles, Computed Properties of 104-01-8, the main research area is aminophenylpropynyl diazophenylacetate copper tandem carbene alkyne metathesis Buchner reaction; cycloheptaindolyl phenylfuranone regioselective preparation.

A copper-catalyzed selective cascade reaction of alkyne-tethered diazo compounds was reported for the direct and efficient construction of dihydrocyclohepta[b]indole skeletons under mild reaction conditions. A vinyl copper carbene was the key intermediate, which was generated in-situ via carbene/alkyne metathesis (CAM) and terminated with the Buchner reaction.

Organic & Biomolecular Chemistry published new progress about Alcohols, propargyl 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, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Biswas, Nandita published the artcileRu-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source, Safety of 4-Methoxyphenylacetic acid, the main research area is methylated compound green preparation; phenylethanol methanol methylation ruthenium catalyst; naphthol methanol methylation ruthenium catalyst; amine methanol methylation ruthenium catalyst.

The activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions was explored. Catalytic system showed great success toward the β-C(sp3)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products RCH(CH3)CH2OH [R = Ph, 4-FC6H4, 2-thienyl, etc.]. The mechanistic details, kinetic progress and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, was the key factor to get the higher yield of the β-methylated product. To establish the environmental benefit of this reaction, green chem. metrics were calculated Furthermore, dimerization of 2-naphthol via methylene linkage to obtain methylated products I [R1 = H, 3-MeO, 6-Ph, etc.] and formation of N-methylation of amine were also described in this study, which offers a wide range of substrate scope with a good to excellent yield of methylated products R2NHCH3 [R2 = (CH2)7CH3, Ph, 2-BrC6H4, etc.].

Journal of Organic Chemistry published new progress about Amines 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, Safety of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Das, Kuhali published the artcileManganese-Catalyzed Anti-Markovnikov Hydroamination of Allyl Alcohols via Hydrogen-Borrowing Catalysis, Formula: C11H12O3, the main research area is amino alc preparation regioselective chemoselective; allyl alc amine anti Markovnikov hydroamination manganese catalyst.

In this article, a selective formal anti-Markovnikov hydroamination of allyl alcs. RCH=C(R1)C(R2)OH (R = H, Me, n-Pr, pent-4-en-1-yl; R1 = H, Me; R2 = H, Me, Ph, furan-2-yl, etc.) is presented. It enables the versatile synthesis of valuable γ-amino alc. building blocks e.g., 3-(methyl(phenyl)amino)propan-1-ol. A phosphine-free Earth’s abundant manganese(I) complex catalyzed the reaction under hydrogen-borrowing conditions. A vast range of amines such as pyrrolidine, aniline, 1H-indoline, morpholine, etc. drug mols., and natural product derivs e.g., I. underwent successful hydroamination with primary and secondary allylic alcs. with excellent functional group tolerance. The catalysis could be performed on a gram scale and has been applied for the synthesis of drug mols. The mechanistic studies revealed the metal-ligand bifunctionality as well as hemilability of the ligand backbone as the key design principle for the success of this catalysis.

ACS Catalysis published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Ya-Lan published the artcileChemo- and Site-Selective Fischer Esterification Catalyzed by B(C6F5)3, Category: isoquinoline, the main research area is ester preparation chemoselective; carboxylic acid alc Fischer esterification tris pentafluorophenyl borane catalyst.

A direct and catalytic dehydrative esterification of carboxylic acids RC(O)OH [R = hept-1-yn-1-yl, 2-(naphthalen-2-yl)ethyl, (1-methyl-1H-indol-3-yl)methyl, 1-([(benzyloxy)carbonyl]amino)ethyl, etc.] with alcs. R1OH (R1 = Et, cyclohexyl, 2,3-dihydroxypropyl, etc.) is described. B(C6F5)3 is shown to be a highly effective catalyst for the Fischer esterification, providing esters RC(O)OR1 in high to excellent yields. This esterification shows excellent chemo- and site-selective monoesterification of various polyols R1OH without any protection step, including bio-derived mol. glycerol.

Asian Journal of Organic Chemistry published new progress about Amino 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hirbawi, Nadia published the artcileHalogenation Reactions of Alkyl Alcohols Employing Methyl Grignard Reagents, Synthetic Route of 104-01-8, the main research area is alkyl halide preparation; alc alkyl Grignard reagent halogenation.

Herein, an example of Grignard reagents acting as halide nucleophiles to form alkyl iodides RI [R = 1-(4-methoxyphenyl)-5-phenylpentan-3-yl, 4-phenylbutan-2-yl, 4-(2H-1,3-benzodioxol-5-yl)butan-2-yl, etc.] and alkyl bromides R1Br [R1 = 3-[4-(3-methoxyphenyl)phenyl]propyl, 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl, 3-(4-bromophenyl)propyl, etc.] was reported. This work establishes that Grignard reagents can convert alkyl mesylates ROMs/R1OMs into alkyl halides RI/R1Br, as well as be employed in a one-pot halogenation reaction starting from alcs. ROH/R1OH, which proceed through mesylate intermediates. The halogenation reaction is confirmed to occur by an SN2 pathway with the inversion of configuration and is demonstrated to be efficient on a gram scale.

Journal of Organic Chemistry published new progress about Bromoalkanes Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Yu, Rongrong published the artcileRegio-, Chemo-, and Enantioselective Ni-Catalyzed Hydrocyanation of 1,3-Dienes, Formula: C11H12O3, the main research area is nitrile preparation regioselective chemoselective enantioselective; diene hydrocyanation nickel catalyst.

A regio-, chemo-, and enantioselective nickel-catalyzed hydrocyanation of 1,3-dienes e.g., 1-[(1E)-buta-1,3-dien-1-yl]-4-fluorobenzene is reported. The key to the success of this asym. transformation is the use of a specific multichiral diphosphite ligand. In addition to aryl-substituted 1,3-dienes, highly challenging aliphatic 1,3-diene substrates can also be preferentially converted to the corresponding 1,2-adducts e.g., (2R,3E)-4-(4-fluorophenyl)-2-methylbut-3-enenitrile in decent yields with the highest enantioselectivities to date.

Organic Letters published new progress about Chemoselectivity. 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Felicetti, Tommaso published the artcileSustainable, three-component, one-pot procedure to obtain active anti-flavivirus agents, Product Details of C9H10O3, the main research area is pyridobenzothiazolone preparation antiflaviviral NS5 polymerase inhibition Dengue Zika antitumor; Antiviral agents; Dengue inhibitors; NS5 polymerase; One-pot procedure; Three-component reaction (3CR); Zika inhibitors.

The development of a new and sustainable three-component reaction (3CR) that can be combined with a basic hydrolysis in a one-pot procedure has been reported to obtain the pyridobenzothiazole (PBTZ) scaffold, thus reducing the number of synthetic steps, improving yields and saving time. 3CR was significantly explored in order to demonstrate its wide scope by using different starting materials. Taking advantage of these procedures, a new set of PBTZ analogs was synthesized and tested as anti-DENV-2 and anti-ZIKV agents. Compound I inhibited DENV-2 NS5 polymerase with an IC50 of 10.4μM and represented the best anti-flavivirus compound of the new series by inhibiting DENV-2- and ZIKV-infected cells with EC50 values of 1.2 and 5.0μM, resp., that translates into attractive selectivity indexes (SI – 83 and 20, resp.). These results strongly reaffirm PBTZ derivatives as promising anti-flavivirus agents that now can be synthesized through a convenient and sustainable 3CR in order to obtain more potent compounds for further pre-clin. development studies.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Stivanin, Mateus L. published the artcileBlue Light-Promoted N-H Insertion of Carbazoles, Pyrazoles and 1,2,3-Triazoles into Aryldiazoacetates, Application of 4-Methoxyphenylacetic acid, the main research area is carbazole diazophenylacetate photochem insertion reaction; carbazolyl phenylacetate preparation; pyrazole diazophenylacetate photochem regioselective insertion reaction; pyrazolyl phenylacetate preparation; triazole diazophenylacetate photochem regioselective insertion reaction; triazolyl phenylacetate preparation.

Blue light irradiation of aryldiazoacetates led to the formation of free carbenes, which reacted with carbazoles, pyrazoles and 1,2,3-triazoles to afford the corresponding N-H inserted products. These reactions were performed under air and at room temperature, allowing the mild preparation of a variety of motifs found in biol. relevant targets.

Advanced Synthesis & Catalysis published new progress about Carboxylic acids, alkyl 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, Application of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem