Day: November 11, 2022

Biswas, Nandita published the artcileRu-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source, Recommanded Product: 4-Methoxy-N-methylaniline, 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). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Murugesan, Kathiravan published the artcilePhotoredox-Catalyzed Site-Selective Generation of Carbanions from C(sp3)-H Bonds in Amines, Computed Properties of 5961-59-1, the main research area is deuterium tritium labeled amine preparation; amine photoredox catalyst deuterium tritium labeling.

Herein, activation of a C(sp3)-H bond in the α-position to an amine via a carbanion intermediate was described. In the presence of several α-amine sites, only one specific position was selectively activated. Applying this protocol, the proposed carbanion intermediate was effectively trapped with different electrophiles such as deuterium (D+), tritium (T+), or carbonyl compounds compiling over 50 examples. Further, this methodol. was used to install deuterium or tritium in different drug-derivatives (>10 drugs) at a selected position in a late-stage functionalization. In addition, the protocol was suitable for a gram-scale synthesis, and a detailed mechanistic investigation was carried out to support our hypothesis.

ACS Catalysis published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Computed Properties of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Virumbrales, Cintia published the artcileGold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes: A combined experimental and computational study, Quality Control of 151-10-0, the main research area is alkynyl styrene nucleophile gold catalyst diastereoselective regioselective nucleophilic cyclization; alkoxymethyl indene preparation; hydroxymethyl indene preparation; diphenylmethyl indene preparation.

The stereospecific gold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes to produce C-1 functionalized 1H-indenes, including challenging substrates and nucleophiles such as β-(cyclo)alkyl-substituted o-(alkynyl)styrenes and a variety of alcs. as well as selected electron-rich aromatics, is reported. DFT calculations support the stereochem. outcome of the process that involves the formation of a key cyclopropyl gold carbene intermediate through a regiospecific 5-endo cyclization.

Organic & Biomolecular Chemistry published new progress about Alkenynes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Quality Control of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

De Smet, Gilles published the artcileSelective Nickel-Catalyzed Hydrodeacetoxylation of Aryl Acetates, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is aromatic alc magnesium catalyst acetoxylation; aryl acetate preparation nickel catalyst chemoselective hydrodeacetoxylation green chem; anisole preparation; Aryl Acetates; C−O Bond Activation; Hydrodeacetoxylation; Nickel Catalysis; Renewable Resources.

Ni-catalyzed hydrodeacetoxylation of aryl acetates (Ar-OAc) with HBpin in a green carbonate solvent selectively delivered the corresponding deoxygenated arenes (ArH). The method was also applicable to highly challenging guaiacyl and syringyl acetates, leaving -OMe groups intact without arene reduction Renewable 4-propylguaiacol obtained from pine could also be transformed without significant loss in yield vs. oil derived feedstock. The observed chemoselectivity for Ar-OAc vs. ArO-Ac bond cleavage was rationalized based on mechanistic experiments and DFT calculations ArOH side-product formation was attributed to direct competitive Ni-catalyzed reduction of the C=O bond. Hydrodeacyloxylation of a set of aryl alkanoates featured interesting chemoselectivity with a dramatic influence of the length and structure of the alkyl chain on catalysis.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

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

Hong Nguyen, Thi Anh published the artcileMetal-free, Direct Acetoxylation of Arenes, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is arene acetic acid regioselective acetoxylation; aryl acetate preparation.

A metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid and acetic anhydride was reported. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism was proposed.

Organic Letters published new progress about Acetoxylation (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

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

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

Higham, Joe I. published the artcileCopper catalysed oxidative α-sulfonylation of branched aldehydes using the acid enhanced reactivity of manganese(IV) oxide, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is alpha sulfonyl aldehyde preparation; branched aldehyde sulfinate salt oxidative sulfonylation copper catalyst.

The oxidative coupling of secondary aldehydes and sulfinate salts is achieved using copper catalysis to form α-sulfonyl aldehydes. The use of an acidic co-solvent is important to adjust the oxidation potential of MnO2 as an oxidant. A broad range of sulfonylated aldehydes is prepared, and their further functionalisation is demonstrated. A dual ionic/radical pathway mechanism is proposed.

Chemical Communications (Cambridge, United Kingdom) published new progress about Sulfinates 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, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kim, Myeong Jin published the artcileOxoammonium salt-mediated oxidative nitriles synthesis from aldehydes with ammonium acetate, Category: isoquinoline, the main research area is nitrile preparation; aldehyde ammonium acetate oxoammonium salt oxidation.

An efficient and scalable route for the synthesis of nitriles I [R = n-heptyl, cyclohexyl, 4-MeOC6H4, 2-thienyl, etc.] was developed by oxoammonium salt (4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate) mediated oxidative conversion of aldehydes with ammonium acetate (NH4OAc). A variety of aliphatic aldehydes as well as benzaldehydes were converted into the corresponding nitriles in high yields. The nitroxyl radical which was the reduced species of the used oxoammonium salt was recovered by simple acid-base extraction for the recycling.

Tetrahedron Letters published new progress about Nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem