Tag: M.W=100-150

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

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

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 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 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 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 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

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

Abrams, Roman published the artcileTriarylmethanes and their Medium-Ring Analogues by Unactivated Truce-Smiles Rearrangement of Benzanilides, HPLC of Formula: 5961-59-1, the main research area is preparation triarylmethane medium ring analog; unactivated Truce Smiles rearrangement benzanilide intramol nucleophilic aromatic substitution; Hammett plot; SNAr; Truce-Smiles rearrangement; medium ring; triarylmethane.

Intramol. nucleophilic aromatic substitution (Truce-Smiles rearrangement) of the anions of 2-benzyl benzanilides leads to triarylmethanes in an operationally simple manner. The reaction succeeds even without electronic activation of the ring that plays the role of electrophile in the SNAr reaction, being accelerated instead by the preferred conformation imposed by the tertiary amide tether. The amide substituent of the product may be removed or transformed into alternative functional groups. A ring-expanding variant (n to n+4) of the reaction provided a route to doubly benzo-fused medium ring lactams of 10 or 11 members. Hammett anal. returned a ρ value consistent with the operation of a partially concerted reaction mechanism.

Angewandte Chemie, International Edition published new progress about Reaction mechanism. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Scattolin, Thomas published the artcileA Nucleophilic Deprotection of Carbamate Mediated by 2-Mercaptoethanol, Application of 4-Methoxy-N-methylaniline, the main research area is carbamate mercaptoethanol nucleophilic deprotection; secondary amine preparation.

Carbamates, typically used for the protection of amines, including Cbz, Alloc, and Me carbamate, was readily deprotected by treatment with 2-mercaptoethanol in the presence of potassium phosphate tribasic in N,N-dimethylacetamide at 75°C. This nucleophilic deprotection protocol was superior to the standard hydrogenolysis or Lewis acid-mediated deprotection conditions for substrates bearing a functionality sensitive to these more traditional methods.

Organic Letters published new progress about Free energy. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Application of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem