Category: isoquinoline

Zheng, Jie published the artcileCascade intramolecular Prins/Friedel-Crafts cyclization for the synthesis of 4-aryltetralin-2-ols and 5-aryltetrahydro-5H-benzo[7]annulen-7-ols, COA of Formula: C8H10O2, the main research area is aryl tetralinol diastereoselective preparation; acetaldehyde nucleophile Prins Friedel Craft boron trifluoride etherate catalyst; tetrahydrobenzoannulinol aryl diastereoselective preparation; propanal nucleophile Prins Friedel Craft boron trifluoride etherate catalyst; 4-aryltetralin-2-ol; 5-aryl-benzo[7]annulen-7-ol; Prins/Friedel–Crafts; cascade reaction.

The treatment of 2-(2-vinylphenyl)acetaldehydes or 3-(2-vinylphenyl)propanal with BF3·Et2O catalyzed intramol. Prins reaction afforded intermediary benzyl carbenium ions, which were then trapped by a variety of electron-rich aromatics via Friedel-Crafts alkylation. This cascade Prins/Friedel-Crafts cyclization protocol paved an expedient path to medicinally useful 4-aryltetralin-2-ol I [R1 = H, OMe, Cl, NO2; R2 = H, Me; R3 = H, Me, Ph; R4 = 2-furyl, 2-thienyl, 3,4-(MeO)2C6H3, etc.] and 5-aryltetrahydro-5H-benzo[7]annulen-7-ol derivatives II [R5 = 2-furyl, 3,4-(MeO)2C6H3].

Beilstein Journal of Organic Chemistry published new progress about Aromatic alcohols 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, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Xing-Long published the artcileDehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is dehydrogenative beta arylation saturated aldehyde transient directing group; diastereoselective cinnamaldehyde preparation cross dehydrogenative coupling aldehyde arene.

An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde β-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C=C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

Organic Letters published new progress about Aromatic hydrocarbons 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, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pan, Zhangjin published the artcilePalladium/TY-Phos-Catalyzed Asymmetric Intermolecular α-Arylation of Aldehydes with Aryl Bromides, Computed Properties of 104-01-8, the main research area is arylated aldehyde preparation enantioselective; aldehyde aryl bromide arylation palladium catalyst; Z/E-enolates; acyclic aldehydes; all-carbon quaternary centers; asymmetric catalysis; α-arylation.

Herein, an efficient Pd-catalyzed asym. intermol. α-arylation reaction of α-alkyl-α-aryl disubstituted aldehydes with aryl bromides, which provided a rapid access to chiral aldehydes bearing an α-all-carbon quaternary stereocenter in moderate to good yields with good er in most cases was reported. In addition, a pair of enantiomers could be easily prepared with the use of the same ligand by exchanging the aryl groups of aldehyde and aryl bromide.

Angewandte Chemie, International Edition published new progress about Aryl bromides 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, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pan, Gao-Fei published the artcileAn efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is aldehyde ketone dehydrogenation palladium proline graphene oxide catalyst; enal enone preparation Saegusa oxidation.

An Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% – 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the above characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.

Tetrahedron Letters published new progress about Dehydrogenation. 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

Lipp, Alexander published the artcileCatalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is aldehyde acyl dihydropyridine trifluoromethylthiolation electron donor acceptor light DFT; trifluoromethylthio ether preparation; aldehydes; density functional calculations; electron donor-acceptor complexes; photocatalysis; radical reactions; trifluoromethylthiolation.

A catalyst- and additive-free decarbonylative trifluoromethylthiolation of aldehyde feedstocks has been developed. This operationally simple, scalable, and open-to-air transformation is driven by the selective photoexcitation of electron donor-acceptor (EDA) complexes, stemming from the association of 1,4-dihydropyridines (donor) with N-(trifluoromethylthio)phthalimide (acceptor), to trigger intermol. single-electron transfer events under ambient- and visible light-promoted conditions. Extension to other electron acceptors enables the synthesis of thiocyanates and thioesters, as well as the difunctionalization of [1.1.1]propellane. The mechanistic intricacies of this photochem. paradigm are elucidated through a combination of exptl. efforts and high-level quantum mech. calculations [dispersion-corrected (U)DFT, DLPNO-CCSD(T), and TD-DFT]. This comprehensive study highlights the necessity for EDA complexation for efficient alkyl radical generation. Computation of subsequent ground state pathways reveals that SH2 addition of the alkyl radical to the intermediate radical EDA complex is extremely exergonic and results in a charge transfer event from the dihydropyridine donor to the N-(trifluoromethylthio)phthalimide acceptor of the EDA complex. Exptl. and computational results further suggest that product formation also occurs via SH2 reaction of alkyl radicals with 1,2-bis(trifluoromethyl)disulfane, generated in-situ through combination of thiyl radicals.

Advanced Synthesis & Catalysis published new progress about Density functional theory. 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

Dong, Jianyang published the artcileFormyl-selective deuteration of aldehydes with D2O via synergistic organic and photoredox catalysis, Application In Synthesis of 1205-17-0, the main research area is aldehyde deuterium oxide tetrabutylammonium decatungstate thiol photocatalyst selective deuteration; deuterated aldehyde preparation.

A mild general method for formyl-selective deuterium labeling of aldehydes with D2O, an inexpensive deuterium source, via a synergistic combination of light-driven, polyoxometalate-facilitated hydrogen atom transfer and thiol catalysis was reported. This highly efficient, scalable reaction showed excellent deuterium incorporation, a broad substrate scope and excellent functional group tolerance and selectivity and was therefore a practical method for late-stage modification of synthetic intermediates in medicinal chem. and for generating libraries of deuterated compounds

Chemical Science published new progress about Deuteration (photochem.). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Application In Synthesis of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Huang, Mouxin published the artcileDeracemization through photochemical E/Z isomerization of enamines, Application of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is aldehyde enamine deracemization; photosensitizer aminocatalyst isomerization.

Catalytic deracemization of α-branched aldehydes is a direct strategy to construct enantiopure α-tertiary carbonyls, which are essential to pharmaceutical applications. Here, authors report a photochem. E/Z isomerization strategy for the deracemization of α-branched aldehydes by using simple aminocatalysts and readily available photosensitizers. A variety of racemic α-branched aldehydes could be directly transformed into either enantiomer with high selectivity. Rapid photodynamic E/Z isomerization and highly stereospecific iminium/enamine tautomerization are two key factors that underlie the enantioenrichment. This study presents a distinctive photochem. E/Z isomerization strategy for externally tuning enamine catalysis.

Science (Washington, DC, United States) published new progress about Diastereoselective synthesis. 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Application of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Yufei published the artcileVisible-Light-Induced Photocatalyst-Free Radical Trifluoromethylation, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is heteroarene trifluoromethyl thianthrenium salt trifluoromethylation; trifluoromethyl heteroarene preparation; hydrazone trifluoromethyl thianthrenium salt trifluoromethylation; trifluoromethylhydrazone preparation; acrylamide trifluoromethyl thianthrenium salt trifluoromethylation; trifluoroethylindolinone preparation.

An attractive, versatile, and operationally simple, visible-light-induced, transition-metal-free, photocatalyst-free, and oxidant-free trifluoromethylation has been demonstrated. Triflic anhydride (Tf2O), being inexpensive and readily available, was chosen as the radical trifluoromethyl source. Thianthrene was used as a recyclable Tf2O-activating reagent, and a high-yielding and scalable trifluoromethylation reaction was achieved. D. functional theory and mechanistic studies showed that a free radical homolytic process excited by visible light is involved in this reaction, generating a key trifluoromethyl radical intermediate.

Organic Letters published new progress about Anilines 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, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chen, Mu-Yi published the artcilePd-Catalyzed Selective Chlorination of Acrylamides at Room Temperature, Category: isoquinoline, the main research area is palladium catalyzed stereoselective chlorination acrylamide.

In this Letter, the transition-metal-catalyzed chlorination of alkenes is reported. In the presence of the com. available and inexpensive N-chlorosuccinimide and without additive, the Pd-catalyzed chlorination of acrylamides by C-H bond activation was developed at room temperature under air. Under these mild reaction conditions, the versatility of the methodol. was demonstrated as an array of acrylamides was functionalized to selectively provide the corresponding difficult-to-synthesize chlorinated olefins as a single Z stereoisomer. Mechanistic studies were conducted to get insights into the reaction mechanism, and post-functionalization reactions further demonstrated the synthetic utility of the approach toward the access to high value-added chlorinated compounds

Organic Letters published new progress about C-H bond activation. 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

Ruyet, Louise published the artcileZ-Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature, Synthetic Route of 104-01-8, the main research area is quinolinyl acrylamide trifluoroethyl mesityliodonium trifluoromethanesulfonate palladium catalyst diastereoselective trifluoroethylation; quinolyl trifluoropentenamide preparation.

A straightforward 2,2,2-trifluoroethylation of acrylamides by Pd-catalyzed C-H bond activation was reported by using a fluorinated hypervalent iodine reagent as a coupling partner. At room temperature, this additive-free approach allowed the synthesis of Z-2,2,2-trifluoroethylated acrylamides (19 examples, up to 73% yield) in a stereoselective manner. Under these mild reaction conditions, the methodol. turned out to be functional group tolerant and mechanistic studies gave us a better understanding of the transformation.

Chemical Communications (Cambridge, United Kingdom) published new progress about Diastereoselective synthesis. 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