Day: November 11, 2022

Li, Ziyong published the artcileConstruction of C-C Axial Chirality via Asymmetric Carbene Insertion into Arene C-H Bonds, SDS of cas: 151-10-0, the main research area is biaryl atropisomer preparation stereoselective; diazonaphthoquinone aniline arene chiral transfer carbene insertion; C-H insertion; asymmetric catalysis; atropisomer; axial chirality; carbene.

By using diazonaphthoquinones and anilines as key reagents and through a point-to-axis chiral transfer strategy, the atroposelective synthesis via asym. C(sp2)-H bond insertion reaction of arenes has been realized under rhodium catalysis, providing the resulting biaryl atropisomers in moderate to excellent yields with good enantiomeric ratios (up to 99:1). Further elaboration indicates this type of axially biaryl scaffold may have promising potentials in developing novel chiral ligands.

Angewandte Chemie, International Edition published new progress about Atropisomers. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, SDS of cas: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Yuxian published the artcileSynthesis of Nitrated N-Alkyl Anilines Using N-Nitroso Anilines as a Self-Providing Nitro Group Source, Category: isoquinoline, the main research area is nitroso aniline methanesulfonic acid zinc chloride catalyst nitration; alkyl nitroaniline preparation.

In the presence of dioxygen, an efficient synthesis of nitrated N-alkyl anilines was realized using N-nitroso anilines as the starting material. According to the mechanistic study, the N-nitroso anilines served as a self-providing nitro group source to promote the direct nitration of N-alkylanilines, avoiding the undesired protection of amine group.

Asian Journal of Organic Chemistry published new progress about Aromatic nitro compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Leischner, Thomas published the artcileHighly selective hydrogenation of amides catalysed by a molybdenum pincer complex: scope and mechanism, Safety of 4-Methoxy-N-methylaniline, the main research area is methyl formanilide molybdenum pincer complex catalyst chemoselective hydrogenation; methylaniline preparation.

A series of molybdenum pincer complexes showed for the first time to be active in the catalytic hydrogenation of amides. Among the tested catalysts, I proved to be particularly well suited for the selective C-N hydrogenolysis of N-methylated formanilides. Notably, high chemoselectivity was observed in the presence of certain reducible groups including even other amides. The general catalytic performance as well as selectivity issues was rationalized taking an anionic Mo(0) as the active species. The interplay between the amide CO reduction and the catalyst poisoning by primary amides accounted for the selective hydrogenation of N-methylated formanilides. The catalyst resting state was found to be a Mo-alkoxo complex formed by reaction with the alc. product. This species played two opposed roles – it facilitated the protolytic cleavage of the C-N bond but it encumbered the activation of hydrogen.

Chemical Science published new progress about Anilines 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, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhao, Jiangui published the artcileSelective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand, COA of Formula: C8H10O2, the main research area is aryl alkyne rhodium catalyst chemoselective stereoselective regioselective hydroformylation; alkenyne rhodium catalyst chemoselective stereoselective regioselective hydroformylation; polyenal preparation.

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes was achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which afforded various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Organic Letters published new progress about Alkenynes Role: 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, COA of Formula: C8H10O2.

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

Kim, Yongtae published the artcileFriedel-Crafts alkylation with α-bromoarylacetates for the preparation of enantioenriched 2,2-diarylethanols, Product Details of C8H10O2, the main research area is dihydrobenzofuran preparation; diarylethanol enantioselective regioselective preparation Mitsunobu; bromoarylacetate arene Friedel Crafts alkylation.

Highly enantioenriched 2,2-diarylethanols e.g., I were efficiently synthesized through the Friedel-Crafts alkylation of (hetero)arenes with configurationally labile α-bromoarylacetates. The substitution of highly diastereoenriched α-bromoarylacetates occurred in the presence of AgOTf, and the subsequent reduction afforded diverse 2,2-diarylethanols with high yields and enantioselectivities up to 99:1 er. In addition, the application of this asym. synthetic methodol. to the preparation of highly enantioenriched dihydrobenzofuran and indoline derivatives was demonstrated.

Organic & Biomolecular Chemistry published new progress about Benzofurans Role: SPN (Synthetic Preparation), PREP (Preparation) (dihydro). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Product Details of C8H10O2.

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

Das, Kuhali published the artcileManganese-Catalyzed Anti-Markovnikov Hydroamination of Allyl Alcohols via Hydrogen-Borrowing Catalysis, Synthetic Route of 5961-59-1, 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). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Synthetic Route of 5961-59-1.

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

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