Category: isoquinoline

Chen, Qinghua published the artcileAccess to Phenothiazine Derivatives via Iodide-Mediated Oxidative Three-Component Annulation Reaction, Related Products of isoquinoline, the main research area is phenothiazine preparation iodide annulation aniline cyclohexanone sulfur.

Herein, a new iodide-mediated three-component annulation reaction of secondary anilines, cyclohexanones, and elemental sulfur is demonstrated, which allows access to various phenothiazines with the merits of formation of multiple chem. bonds in one single operation, high step and atom efficiency, readily available feedstocks and catalyst system, and good substrate and functional group compatibility. The developed chem. capable of constructing novel phenothiazines with structural diversity offers a significant basis for further applications.

Journal of Organic Chemistry published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent) (secondary). 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

Huang, Shuang published the artcileBimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects, COA of Formula: C8H11NO, the main research area is potential energy surface iridacycle complex catalyzed methylation aniline DFT; bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand preparation catalyst; crystal structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; mol structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; isotope effect iridium carbene complex catalyzed methylation aniline.

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significantly increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogs (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones and nitro compounds with various functional groups, can be well tolerated. Mechanistic studies and DFT calculation highlights the significance of bimetallic centers cooperativity.

Organometallics published new progress about Anilines Role: SPN (Synthetic Preparation), PREP (Preparation) (N-Me). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, COA of Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shao, Wen published the artcileNi-Catalyzed Regiodivergent and Stereoselective Hydroalkylation of Acyclic Branched Dienes with Unstabilized C(sp3) Nucleophiles, HPLC of Formula: 104-01-8, the main research area is nickel catalyzed regiodivergent stereoselective hydroalkylation branched diene unstabilized nucleophile.

Two complementary regiodivergent [(P,N)Ni]-catalyzed hydroalkylations of branched dienes are reported. When amides are employed as unstabilized C(sp3) nucleophiles, a highly regioselective 1,4-addition process is favored. The addition products are obtained in high yield and with excellent stereocontrol of the internal olefin. With use of a chiral ligand and imides as carbon nucleophiles, a 3,4-addition protocol was developed, enabling construction of two contiguous tertiary stereocenters in a single step with moderate to high levels of diastereocontrol and excellent enantiocontrol. Both methods operate under mild reaction conditions, display a broad scope, and show excellent functional group tolerance. The synthetic potential of the 3,4-hydroalkylation reaction was established via a series of postcatalytic modifications.

Journal of the American Chemical Society published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent) (branched). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Luo, Shu-Zheng published the artcileSynthesis of Bulky 1,1-Diarylalkanes by Copper-Catalyzed 1,2-Alkylarylation of Styrenes with α-Carbonyl Alkyl Bromides and Arenes involving C-H Functionalization, Formula: C8H10O2, the main research area is diarylalkane preparation copper catalyst; styrene carbonyl alkylbromide arene alkylarylation.

A copper and silver-promoted intermol. 1,2-alkylarylation of styrenes with α-carbonyl alkyl bromides and arenes for producing highly bulky 1,1-diarylalkane derivatives I (Ar = 2,4-diOMeC6H3, 4-Me-2,6-diOMeC6H2, 2,4,6-triOMeC6H2, etc; R1 = 4-MeC6H4, 4-OEtC6H4, 4-tBuC6H4, etc; R2 = R3 = Me, F, c-Bu, etc; R4 = OMe, OEt, C6H5.) has been developed. In this transformations, two new C-C bonds were formed in a single reaction step through C-Br bond cleavage and C(sp2)-H functionalization. This protocol tolerates a variety of α-carbonyl alkyl bromides, including primary, secondary and tertiary α-bromoalkyl ketone esters.

Advanced Synthesis & Catalysis published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Yuqiang published the artcileReaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling, HPLC of Formula: 104-01-8, the main research area is diarylalkane allylbenzene derivative preparation nickel catalyst; alkyl electrophile aryl vinyl boronic acid Suzuki Miyaura coupling.

In this work, a Ni-catalyzed migratory Suzuki-Miyaura cross-coupling featuring high benzylic or allylic selectivity has been developed. With this method, unactivated alkyl electrophiles and aryl or vinyl boronic acids can be efficiently transferred to diarylalkane or allylbenzene derivatives under mild conditions. Importantly, unactivated alkyl chlorides can also be successfully used as the coupling partners. To demonstrate the applicability of this method, showcase that this strategy can serve as a platform for the synthesis of terminal, partially deuterium-labeled mols. from readily accessible starting materials. Exptl. studies suggest that migratory cross-coupling products are generated from Ni(0/II) catalytic cycle. Theor. calculations indicate that the chain-walking occurs at a neutral nickel complex rather than a cationic one. In addition, the original-site cross-coupling products can be obtained by alternating the ligand, wherein the formation of the products has been rationalized by a radical chain process.

Nature Communications published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Yuqiang published the artcileReaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling, Related Products of isoquinoline, the main research area is diarylalkane allylbenzene derivative preparation nickel catalyst; alkyl electrophile aryl vinyl boronic acid Suzuki Miyaura coupling.

In this work, a Ni-catalyzed migratory Suzuki-Miyaura cross-coupling featuring high benzylic or allylic selectivity has been developed. With this method, unactivated alkyl electrophiles and aryl or vinyl boronic acids can be efficiently transferred to diarylalkane or allylbenzene derivatives under mild conditions. Importantly, unactivated alkyl chlorides can also be successfully used as the coupling partners. To demonstrate the applicability of this method, showcase that this strategy can serve as a platform for the synthesis of terminal, partially deuterium-labeled mols. from readily accessible starting materials. Exptl. studies suggest that migratory cross-coupling products are generated from Ni(0/II) catalytic cycle. Theor. calculations indicate that the chain-walking occurs at a neutral nickel complex rather than a cationic one. In addition, the original-site cross-coupling products can be obtained by alternating the ligand, wherein the formation of the products has been rationalized by a radical chain process.

Nature Communications published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Luo, Nianhua published the artcileHighly pH-Dependent Chemoselective Transfer Hydrogenation of α,β-Unsaturated Aldehydes in Water, Recommanded Product: 5-Methyl-2-phenylhex-2-enal, the main research area is chemoselective pH dependent transfer hydrogenation unsaturated aldehyde preparation alc; cinnamyl alc benzenepropanol preparation chemoselective transfer hydrogenation cinnamaldehyde; iridium half sandwich imidazolylpyridine complex catalyst transfer hydrogenation cinnamaldehyde.

The pH-dependent selective Ir-catalyzed hydrogenation of α,β-unsaturated aldehydes was realized in water. Using HCOOH as the hydride donor at low pH, the unsaturated alc. products were obtained exclusively, while the saturated alc. products were formed preferentially by employing HCOONa as the hydride donor at high pH. A wide range of functional groups including electron-rich as well as electron-poor substituents on the aryl group of α,β-unsaturated aldehydes can be tolerated, affording the corresponding products in excellent yields with high TOF values. High selectivity and yields were also observed for α,β-unsaturated aldehydes with aliphatic substituents. Our mechanistic investigations indicate that the pH value is critical to the chemoselectivity.

Organometallics published new progress about Allylic alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 21834-92-4 belongs to class isoquinoline, name is 5-Methyl-2-phenylhex-2-enal, and the molecular formula is C13H16O, Recommanded Product: 5-Methyl-2-phenylhex-2-enal.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jiang, Hui-Min published the artcileCopper-promoted cross-coupling of nitroarenes with 4-alkyl-1,4-dihydropyridines using a peroxide-driven radical reductive strategy, COA of Formula: C11H12O3, the main research area is alkyl benzenamine preparation chemoselective; nitroarene alkyl dihydropyridine cross coupling reaction copper catalyst.

A copper-promoted reductive cross-coupling of nitroarenes RNO2 (R = Ph, 4-iodiphenyl, pyridin-3-yl, etc.) with 4-alkyl-1,4-dihydropyridines I (R1 = Pr, cyclohexyl, Bn, etc.) for producing N-alkylbenzenamines RNHR1 is described. Using 4-alkyl-1,4-dihydropyridines I as alkyl radical sources and internal reducing agents enables the construction of C(sp3)-N bonds under oxidative conditions, which provide an elegant complementary platform to assemble N-alkylbenzenamines with good tolerance for sensitive functional groups.

Organic Chemistry Frontiers published new progress about Anilines Role: SPN (Synthetic Preparation), PREP (Preparation) (alkyl). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Vilches-Herrera, Marcelo published the artcileReduction Over Condensation of Carbonyl Compounds Through a Transient Hemiaminal Intermediate Using Hydrazine, Safety of 2,3-Dimethoxybenzaldehyde, the main research area is benzylic alc chemoselective preparation; aryl aldehyde ketone chemoselective aerobic reduction hydrazine hydrate; hemiaminal intermediate diimide formation aerobic reduction aryl aldehyde ketone; transition state structure free energy aerobic reduction benzaldehyde hydrazine.

Aryl aldehydes and ketones underwent chemoselective aerobic reduction (transfer hydrogenation) with hydrazine hydrate in THF to yield benzylic alcs. rather than the initially expected hydrazones formed by condensation. Calculations of the transitions states and their free energies support the formation of hemiacetal intermediates and the generation of diimide in situ.

Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Safety of 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Uchida, Ko published the artcileTransformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile and iodine under metal cyanide-free conditions, Safety of 1,3-Dimethoxybenzene, the main research area is aromatic nitrile preparation.

Various aromatic nitriles ArCN [Ar = Ph, 4-BrC6H4, 5-ethyl-2-furyl, etc.] were obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with mol. iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeded through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

Tetrahedron published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem