Month: November 2022

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

Chen, Liang published the artcileDouble C-S bond formation via multiple Csp3-H bond cleavage: synthesis of 4-hydroxythiazoles from amides and elemental sulfur under metal-free conditions, Related Products of isoquinoline, the main research area is hydroxythiazole preparation green chem; acetamide sulfur sulfuration cyclization carbon hydrogen bond cleavage.

A novel and efficient approach for the synthesis of 4-hydroxythiazoles I (R1 = Ph, 1H-indol-3-yl, 1-naphthyl, etc.; R2 = Ph, furan-2-yl, benzo[b]thiophen-2-yl, etc.) from amides R1CH2C(O)NHCH2C(O)R2 and elemental sulfur has been developed. In the presence of P2O5, DMSO and HMPA, this metal-free protocol proceeds smoothly and tolerates a spectrum of functional groups. Furthermore, this strategy involves the process of double Csp3-S bond formation through the cleavage of multiple Csp3-H bonds for the first time.

Organic & Biomolecular Chemistry published new progress about C-H bond cleavage. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Vasudevan, N. published the artcileSynthesis of α-ketoamides using potassium superoxide (KO2) as an oxidizing agent, Product Details of C9H10O3, the main research area is phenyl arylacetamide preparation potassium superoxide promoter oxidation green chem; oxo phenyl arylacetamide preparation; orexin receptor antagonist preparation.

A simple and convenient method for the synthesis of α-ketoamides by the oxidation of aryl acetamides using potassium superoxide (KO2) as an oxidizing agent was disclosed. The scope of the developed method was successfully tested with fifteen substrates. In addition, the utility of method was demonstrated by synthesizing an orexin receptor antagonist, a medicinally interesting compound

Tetrahedron published new progress about Amides, oxo 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, Product Details of C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ma, Ben published the artcileCobalt-catalyzed direct α-hydroxymethylation of amides with methanol as a C1 source, SDS of cas: 5961-59-1, the main research area is hydroxyamide preparation; amide methanol hydroxymethylation cobalt chloride catalyst.

Herein, a cobalt-catalyzed α-hydroxymethylation of amides RCH2C(O)NR1R2 [R = Ph, 3-methoxyphenyl, thiophen-2-yl, etc.; R1 = Me, Et, Ph; R2 = Me, 2-fluorophenyl, 3-methylphenyl, etc.; R1R2 = -(CH2)5-, -(CH2)2O(CH2)2-] and 1-(2,3-dihydro-1H-indol-1-yl)-2-phenylethan-1-one with methanol under mild conditions was reported. Using CoCl2.6H2O as an inexpensive and efficient catalyst, some important bioactive β-hydroxyamides RCHCH2(OH)C(O)NR1R2 and 3-hydroxy-1-(indolin-1-yl)-2-phenylpropan-1-one were obtained in moderate to excellent yields. The developed method features a wide substrate scope and good functional group tolerance. In addition, anticholinergic tropicamide was easily synthesized in this way.

Chemical Communications (Cambridge, United Kingdom) published new progress about Amides, hydroxy Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, SDS of cas: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ma, Ben published the artcileCobalt-catalyzed direct α-hydroxymethylation of amides with methanol as a C1 source, Safety of 4-Methoxyphenylacetic acid, the main research area is hydroxyamide preparation; amide methanol hydroxymethylation cobalt chloride catalyst.

Herein, a cobalt-catalyzed α-hydroxymethylation of amides RCH2C(O)NR1R2 [R = Ph, 3-methoxyphenyl, thiophen-2-yl, etc.; R1 = Me, Et, Ph; R2 = Me, 2-fluorophenyl, 3-methylphenyl, etc.; R1R2 = -(CH2)5-, -(CH2)2O(CH2)2-] and 1-(2,3-dihydro-1H-indol-1-yl)-2-phenylethan-1-one with methanol under mild conditions was reported. Using CoCl2.6H2O as an inexpensive and efficient catalyst, some important bioactive β-hydroxyamides RCHCH2(OH)C(O)NR1R2 and 3-hydroxy-1-(indolin-1-yl)-2-phenylpropan-1-one were obtained in moderate to excellent yields. The developed method features a wide substrate scope and good functional group tolerance. In addition, anticholinergic tropicamide was easily synthesized in this way.

Chemical Communications (Cambridge, United Kingdom) published new progress about Amides, hydroxy Role: PRP (Properties), SPN (Synthetic Preparation), 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

Gaspar, Francisco V. published the artcileEnantioselective Synthesis of Isoflavanones and Pterocarpans through a RuII-Catalyzed ATH-DKR of Isoflavones, Related Products of isoquinoline, the main research area is pterocarpan isoflavanone enantioselective preparation; isoflavone ruthenium catalyzed ATH DKR.

Noyori-Ikariya RuII complexes promoted the one-pot C=C/C=O bonds reduction of isoflavones using sodium formate as the hydrogen source through asym. transfer hydrogenation-dynamic kinetic resolution (ATH-DKR). Due to the neutral conditions employed, isoflavones with different substituents at the 2′-position of B-ring (H, OH, OMe and Br) were successfully reduced. Ten cis-3-phenylchroman-4-ols were selectively obtained (>20 : 1 dr) in good yields (up to 86%) and excellent enantioselectivities (up to >99 : 1 er). The synthetic applications of these chiral compounds were also demonstrated. Enantioenriched isoflavanones were obtained under mild metal-free oxidation of the cis-3-phenylchroman-4-ols while pterocarpans were synthesized by two strategies: an acid-catalyzed cyclization and a novel approach based on a Pd-catalyzed C-O intramol. cross-coupling reaction.

ChemCatChem published new progress about Carboxylic 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, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Meng-Meng published the artcileSynthesis of Chiral Bispirotetrahydrofuran Oxindoles by Cooperative Bimetallic-Catalyzed Asymmetric Cascade Reaction, Synthetic Route of 5961-59-1, the main research area is enantioselective synthesis spiro THF oxindole cooperative zinc AzePhenol catalyst; cascade Michael hemiketalization Friedel Crafts unsaturated ketoamide hydroxyindanone.

A new, efficient route for the enantioselective construction of bispirotetrahydrofuran oxindoles is described via the cooperative dinuclear zinc-AzePhenol catalyst. Under mild conditions, a broad range of bispirotetrahydrofuran oxindoles have been synthesized with excellent stereoselectivities through the cascade Michael/hemiketalization/Friedel-Crafts reaction of β,γ-unsaturated α-ketoamide and 2-hydroxy-1-indanone. The reaction can be performed on a gram scale with low catalyst loading (2 mol %) without impacting its efficiency.

Organic Letters published new progress about Chiral ligands Role: CAT (Catalyst Use), USES (Uses). 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

Khan, Jabir published the artcileSilyl Cation-Initiated, Bronsted Acid-Catalyzed Strategy toward Unsymmetrical 3,3-Disubstituted 2-Oxindoles and Azonazine Cores, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is diaryl oxindole regioselective preparation; keto amide arene Friedel Craft cyclization Bronsted acid catalyst; sulfenylated oxindole derivative regioselective preparation; thiophenol keto amide Friedel Craft cyclization Bronsted acid catalyst; tetracyclic azonazine preparation; oxindole diaryl Friedel Craft cyclization Bronsted acid catalyst.

Herein, a mild, metal-free, robust approach for synthesizing valuable and sterically demanding unsym. 3,3-diaryl 2-oxindoles I [R = Me, Ph; R1 = Ph, 4-MeOC6H4, 4-OH-3-MeC6H4, etc.; R2 = H, Me, Ph, Bn; R3 = H, 5-OMe, 5-Br, etc.] and 3-sulfenylated 2-oxindole derivatives II [R4 = Me, Ph; R5 = nBu, Ph, Bn, etc.; R6 = H, Me, Ph, Bn] via reductive cyclization of α-ketoamides with arenes /thiophenols was reported. This operationally simple protocol was initiated by a silyl cation and further catalyzed by a Bronsted acid. The products were afforded in excellent regioselectivity and good functional group tolerance. Also, ring-closing reaction of compounds I under similar reaction conditions afforded scaffolds of azonazine and its derivatives III [R7 = H, 2-Cl-6-Me; R8 = H, Me, Ph, Bn; R9 = Me, Cl, F; R10 = Me, Ph] with an excellent syn-diastereoselectivity bearing all-carbon quaternary stereocenters.

Journal of Organic Chemistry published new progress about Amines 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

La Manna, Pellegrino published the artcileGreen, Mild, and Efficient Friedel-Crafts Benzylation of Scarcely Reactive Arenes and Heteroarenes under On-Water Conditions, Category: isoquinoline, the main research area is arene benzyl chloride resorcinarene macrocycle catalyst Friedel Craft benzylation; benzylarene regioselective preparation green chem; alkylation; catalysis; hydrogen bonds; resorcinarenes; supramolecular chemistry.

Metal-free Friedel-Crafts benzylation (FCB) of scarcely reactive arenes and heteroarenes was performed under on-water conditions by an environmentally sustainable procedure. The catalytic strategy exploited the hydrophobicity of the resorcinarene macrocycle e.g., I. The proposed mechanism was based on the activation of benzyl chloride by H-bonding interactions with catalyst e.g., I. In fact, under on-water conditions the hydrophobic amplification of the strength of the H-bonding interactions between the OH groups of the resorcinarene catalyst and the chlorine atom of benzyl chloride led to polarization of the C-Cl bond, which consequently promoted electrophilic attack of the π nucleophile. Thus, many arenes and heteroarenes were efficiently benzylated under mild on-water conditions by using resorcinarene I as catalyst. The FCB of benzene was industrially relevant for the synthesis of diphenylmethane and hence the on-water procedure was extended to the gram-scale synthesis of diphenylmethane, starting from benzene and benzyl chloride in the presence of resorcinarene catalyst I.

ChemSusChem published new progress about Benzylation catalysts (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Boeldl, Marlene published the artcileDehydrative Coupling of Benzylic Alcohols Catalyzed by Bronsted Acid/Lewis Base, Application In Synthesis of 151-10-0, the main research area is olefin preparation diastereoselective; alc dehydrative coupling sulfonic acid triphenylphosphane catalyst; diaryl ethane preparation regioselective; benzylic alc arene dehydrative hydroarylation Bronsted acid catalyst.

A simple and direct, metal-free protocol for the synthesis of olefins (E)-4-R1-2-R2C6H3CH(Me)CH=CHC6H3-4-R1-2-R2 (R1 = H, Ph, Br, F, I, Cl, NO2, CF3, Me; R2 = H, Cl, Me) by applying catalytic amounts of a sulfonic acid and triphenylphosphane under air has been reported. A variety of olefins could be synthesized from benzylic alcs. 4-R1-2-R2C6H3CH(Me)OH under relatively mild conditions. Addnl., dehydrative hydroarylation of benzylic alcs. ArCH(OH)Me (Ar = 2-chlorophenyl, biphenyl-4-yl, 2-naphthyl, etc.) with electron-rich arenes 3,5-(MeO)2C6H3R3 (R3 = H, OMe) was possible by using only Bronsted acid under otherwise same reaction conditions. Here, it shows that phosphane additives are essential to overcome oligomerization as main side reaction by the occupancy of the reactive carbocation intermediate.

European Journal of Organic Chemistry published new progress about Aralkyl alcohols 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, Application In Synthesis of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem