Li, Ya-Lan’s team published research in Asian Journal of Organic Chemistry in 2021-06-30 | CAS: 104-01-8

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.

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

 

Kim, Yongtae’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 151-10-0

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.

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

 

Hirbawi, Nadia’s team published research in Journal of Organic Chemistry in 2022-09-16 | CAS: 104-01-8

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.

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

 

Zhao, Jiangui’s team published research in Organic Letters in 2021-08-06 | CAS: 151-10-0

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.

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

 

Leischner, Thomas’s team published research in Chemical Science in 2019 | CAS: 5961-59-1

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.

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

 

Zhang, Yuxian’s team published research in Asian Journal of Organic Chemistry in 2019 | CAS: 5961-59-1

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.

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

 

Li, Ziyong’s team published research in Angewandte Chemie, International Edition in 2021-12-01 | CAS: 151-10-0

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.

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

 

Shen, Meng-Lan’s team published research in Tetrahedron in 2021-03-26 | CAS: 5961-59-1

Tetrahedron published new progress about Allylic alcohols 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, Related Products of isoquinoline.

Shen, Meng-Lan published the artcileCounteranion-controlled regioselectivity in palladium-catalyzed allylic amination of dienyl allylic carbonates, Related Products of isoquinoline, the main research area is aryl amine dienyl allylic carbonate palladium catalyst regioselective amination; dienyl aryl amine preparation diastereoselective.

A regioselective Pd-catalyzed allylic amination reaction of dienyl allylic carbonates and aromatic amines has been developed by means of phosphoramidite-palladium catalysis. The regioselectivity could be altered by the counterion of the π-allylpalladium intermediate. As a result, either branched Z-dienyl allylic amines or linear conjugated allylic amines were generated in high levels of regioselectivity from the same substrates by tuning the reaction conditions.

Tetrahedron published new progress about Allylic alcohols 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, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Yu, Rongrong’s team published research in Organic Letters in 2021-02-05 | CAS: 1205-17-0

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.

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

 

Lenko, Illia’s team published research in Angewandte Chemie, International Edition in 2021-10-11 | CAS: 5961-59-1

Angewandte Chemie, International Edition published new progress about Alkynes, bromo Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Application In Synthesis of 5961-59-1.

Lenko, Illia published the artcileMedia-Driven Pd-Catalyzed Reaction Cascades with 1,3-Diynamides Leading Selectively to Either Indoles or Quinolines, Application In Synthesis of 5961-59-1, the main research area is diynamide amine palladium catalyst cascade heteroannulation rection; amino alkynyl indole preparation; aminoalkenyl quinoline preparation; cumulenes; homogeneous catalysis; indoles; quinolines; ynamides.

Divergent Pd-catalyzed reaction cascades with various 1,3-diynamides yielding either 2-amino-3-alkynylindoles or 2-amino-4-alkenylquinolines were established. Omitting or adding TBAF (tetrabutylammonium fluoride) to the reaction of N,N-(2-iodophenyl)(4-toluenesulfonyl)-1,3-diynamides with secondary or primary amines in the presence of KOH in THF and catalytic amounts of Pd(PPh3)4 completely changed the outcome of the reaction. In the absence of TBAF, 2-amino-3-alkynylindoles were the sole products, while the presence of TBAF switched the product formation to 2-amino-4-alkenylquinolines. Deuterium labeling proceeded selectively at the C3 and C11 positions of the 2-amino-4-alkenylquinoline products and this suggests the unprecedented formation of [4]cumulenimines from 1,3-diynamides as reactive key intermediates.

Angewandte Chemie, International Edition published new progress about Alkynes, bromo Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Application In Synthesis of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem