Category: isoquinoline

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

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

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

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

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

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

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

Li, Feng published the artcileMonodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes, Related Products of isoquinoline, the main research area is ortho methoxylation benzaldehyde monodentate transient directing group; monodentate transient directing group ortho chlorination benzaldehyde.

We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs.

Organic Letters published new progress about Benzaldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Mingyang published the artcileChlorination of arenes via the degradation of toxic chlorophenols, Formula: C8H10O2, the main research area is arene chlorination toxic chlorophenol degradation; aryl chloride; chlorophenol pollutant; decontamination; isofunctional reaction.

Aryl chlorides are among the most versatile synthetic precursors, and yet inexpensive and benign chlorination techniques to produce them are underdeveloped. Authors propose a process to generate aryl chlorides by chloro-group transfer from chlorophenol pollutants to arenes during their mineralization, catalyzed by Cu(NO3)2/NaNO3 under aerobic conditions. A wide range of arene substrates have been chlorinated using this process. Mechanistic studies show that the Cu catalyst acts in cooperation with NOx species generated from the decomposition of NaNO3 to regulate the formation of chlorine radicals that mediate the chlorination of arenes together with the mineralization of chlorophenol. The selective formation of aryl chlorides with the concomitant degradation of toxic chlorophenol pollutants represents a new approach in environmental pollutant detoxication. A reduction in the use of traditional chlorination reagents provides another (indirect) benefit of this procedure.

Proceedings of the National Academy of Sciences of the United States of America published new progress about Chlorination. 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

Zerov, Aleksey V. published the artcileTfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl alcohols with arenes into CF3-indanes, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is trifluoromethyl indane preparation diastereoselective crystal mol structure; diaryl trimethylsilyloxy allyl alc arene cyclization.

The reaction of TMS-ethers of 2,4-diaryl-1,1,1-trifluorobut-3-en-2-ols (E)-RC(CF3)(OTMS)CH=CHR1 (R = Ph, 3,4-dimethoxyphenyl, thiophen-2-yl, etc.; R1 = Ph, 2H-1,3-benzodioxol-5-yl, 4-methoxyphenyl, etc.) with arenes ArH (Ar = Ph, 4-bromophenyl, 3,5-dimethylphenyl, 3,4-dimethoxyphenyl, 2,4,6-trimethylphenyl) in TfOH at room temperature for 5 min results in the formation of trans-/cis-1,3-diaryl-1-trifluoromethyl indanes I [R2 = H, 5-Me, 5,6-(MeO)2, etc.] in good yields (up to 99%). The predominant or exclusive formation of indanes I with a trans-configuration of 1,3-diaryl groups has been observed The reaction proceeds through an intermediate formation of the corresponding mesomeric CF3-allyl cations. A plausible reaction mechanism is discussed.

Organic Chemistry Frontiers published new progress about Allylic 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, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem