Tag: M.W=150-200

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

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

Schulze, Matthias published the artcileSynthesis of 2-arylethylamines by the Curtius rearrangement, Formula: C11H12O3, the main research area is acyl azide preparation Curtius rearrangement; phenethylamine preparation; arylethylamine preparation; amphetamine preparation.

Phenethylamines were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from PhCHO, amphetamine was prepared in 3 steps through an oxazolidin-2-one intermediate in 62% overall yield.

Synthetic Communications published new progress about Aralkyl amines Role: SPN (Synthetic Preparation), PREP (Preparation). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Silva Teixeira, Carla S. published the artcileStudying Haloanisoles Interaction with Olfactory Receptors, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is odorant haloanisole olfactory receptor association docking mol dynamic simulation; Haloanisoles; homology; molecular docking; molecular dynamics; olfactory receptors.

In this paper, computational means were used to explain and predict the interaction of several odorant mols., including three haloanisoles, 2,4,6-trichloroanisole (TCA), 2,4,6-tribromoanisole (TBA), and 2,4,6-trichlorophenol (TCP), with three olfactory receptors (ORs): OR1A1, OR1A2, and OR3A1. As the X-ray structure of these ORs is not known, the three-dimensional structure of each OR was modeled by homol. modeling. The structures of these ORs were stabilized by mol. dynamic simulations and the complexes of the odorant mols. with each ORs were generated by mol. docking. The theor. results have shown that each OR has distinct but well-defined binding regions for each type of odorant mols. (aldehydes and alcs.). In OR3A1, the aldehydes bind in the bottom region of the binding pocket nearby Ser257 and Thr249. In the paralogues OR1A1 and OR1A2, the aldehydes tend to interact in the top region of the binding pocket and close to a pos. charged lysine. On the other hand, the alcs. interact in the bottom region of the active site and close to a neg. charged aspartate. These results indicate that when aldehydes and alcs. odorants compete in these two ORs, the aldehydes can block the access of the alcs. odorants to their specific binding site. This observation goes in line with the exptl. data that reveals that when the odorant is an aldehyde, a lower quantity of ligand is needed to cause 50% of the maximum response (lower EC50), when compared with the alcs. The theor. results have also allowed to explain the differences in the activity of (S)-(-)-citronellol in the wild-type and mutated OR1A1. The theor. results show that Asn109 has a preponderant role in this matter, since when it is mutated, it leads to a conformational rearrangement of the binding pocket that prevents the interaction of (S)-(-)-citronellol with Asp111 that was shown to be important for the OR activation. The good agreement between the theor. and exptl. results also lead us to study the potential interaction of the haloanisoles, TCA, TBA, and TCP with these ORs. The results have shown that these compounds can compete with other known agonists/antagonists for the access to the binding regions of ORs. These results may partially explain the capability of these compounds to give a musty odor to food and beverages at very low concentrations

ACS Chemical Neuroscience published new progress about Alcohols Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

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

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