Tag: M.W=150-200

Gangadurai, Chinnakuzhanthai published the artcileFeCl3-catalyzed oxidative decarboxylation of aryl/heteroaryl acetic acids: preparation of selected API impurities, Application In Synthesis of 104-01-8, the main research area is aryl heteroaryl aldehyde ketone preparation green chem; oxidative decarboxylation aryl heteroaryl acetic acid iron catalyst; ketorolac impurity B preparation.

Herein, the FeCl3-catalyzed oxidative decarboxylation of aryl- and heteroaryl acetic acids to the corresponding carbonyl compounds has been reported. A variety of useful aldehydes and ketones were prepared in a simple one-pot transformation by employing an environmentally benign, low-cost, and readily available iron salt. The utility of this method has been demonstrated by preparing five valuable API impurities including a multi-gram-scale synthesis of ketorolac impurity B for the first time.

Organic & Biomolecular Chemistry published new progress about Aryl aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application In Synthesis of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Nadeem, Qaisar published the artcileTo Sandwich Technetium: Highly Functionalized Bis-Arene Complexes [99mTc(η6-arene)2]+ Directly from Water and [99mTcO4]-, Computed Properties of 104-01-8, the main research area is technetium sandwich compound preparation; crystal structure bisarene rhenium sandwich compound; mol structure bisarene rhenium sandwich compound; rhenium oxide reaction aromatic compound aqueous solution; aromatic compound reaction technetium oxide aqueous solution; molecular imaging; rhenium; sandwich complexes; screening; technetium.

The labeling of (bio)mols. with metallic radionuclides such as 99mTc demands conjugated, multidentate chelators. However, this is not always necessary since Ph rings can directly serve as integrated, organometallic ligands. Bis-arene sandwich complexes are generally prepared by the Fischer-Hafner reaction. In extension of this, [99mTc(η6-C6R6)2]+-type complexes are directly accessible from H2O and [99mTcO4]-, even using arenes incompatible with Fischer-Hafner conditions. To unambiguously confirm the nature of these unprecedented 99mTc complexes, their Re homologous were prepared by substituting naphthalene ligands in [Re(η6-C10H8)2]+ with the corresponding Ph groups. The ease with which highly stable [99mTc(η6-C6R6)2]+ complexes are formed under standard labeling conditions enables a multitude of new potential imaging agents based on com. pharmaceuticals or lead structures.

Angewandte Chemie, International Edition published new progress about Aromatic hydrocarbons 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

Yamada, Tomoyuki published the artcileOxidative Coupling of Benzenes with α,β-Unsaturated Aldehydes by the Pd(OAc)2/Molybdovanadophosphoric Acid/O2 System, Application of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is oxidative coupling arene unsaturated aldehyde palladium molybdovanadophosphate catalyst.

The oxidative coupling reaction of benzene with an α,β-unsaturated aldehyde was examined by the combined catalytic system of Pd(OAc)2 with molybdovanadophosphoric acid (HPMoV) under atm. dioxygen. Thus, the reaction of benzene with acrolein under dioxygen (1 atm) by the use of catalytic amounts of Pd(OAc)2 and H4PMo11VO40·26H2O in the presence of dibenzoylmethane as a ligand in propionic acid at 90 °C for 1.5 h afforded cinnamaldehyde in 59% yield and β-phenylcinnamaldehyde in 5% yield. This catalytic system was extended to the direct oxidative coupling through the C-H bond activation of various arenes with acrolein and methacrolein.

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

Du, Xiaoyong published the artcileEnantioselective Hydrogenation of Tetrasubstituted α,β-Unsaturated Carboxylic Acids Enabled by Cobalt(II) Catalysis: Scope and Mechanistic Insights, Computed Properties of 104-01-8, the main research area is arylcycloalkanecarboxylate diastereoselective enantioselective preparation; isopropylarylacetate enantioselective preparation; cobalt catalyst stereoselective hydrogenation tetrasubstituted unsaturated carboxylic acid; transition state structure free energy enantioselective hydrogenation alkenoic acid; DFT calculations; cobalt; mechanisms; tetrasubstituted unsaturated carboxylic acids.

Chiral carboxylic acids are important compounds because of their prevalence in pharmaceuticals, natural products and agrochems. Asym. hydrogenation of α,β-unsaturated carboxylic acids has been widely recognized as one of the most efficient synthetic approaches to afford such compounds Although related asym. hydrogenation of di- and trisubstituted unsaturated acids with noble metals is well established, asym. hydrogenation of challenging tetrasubstituted α,β-unsaturated carboxylic acids is rarely reported. We demonstrate enantioselective hydrogenation of cyclic (2-aryl-1-cycloalkene-1-carboxylic acids) and acyclic (α-isopropylidenearylacetic acids) tetrasubstituted α,β-unsaturated carboxylic acids via cobalt(II) catalysis. This protocol showed broad substrate scope and gave chiral carboxylic acids in good yields with excellent enantiocontrol (up to 98% yield and 99% ee). Combined exptl. and computational mechanistic studies support a CoII catalytic cycle involving migratory insertion and σ-bond metathesis processes. DFT calculations reveal that enantioselectivity may originate from the steric effect between the Ph groups of the ligand and the substrate.

Angewandte Chemie, International Edition published new progress about Carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Tao, Lei published the artcileSynthesis of Carboxylic Acids, Esters, and Amides from 1,1-Dibromoalkenes via Oxidation of Alkynyl Boronate Intermediates, Synthetic Route of 104-01-8, the main research area is carboxylic acid preparation; dibromoalkene oxone Corey Fuchs reaction oxidation; ester preparation; alc oxone dibromoalkene Corey Fuchs reaction oxidation; amide preparation; amine oxone dibromoalkene Corey Fuchs reaction oxidation.

An efficient and practical method for the synthesis of carboxylic acids RCH2COOH (R = cyclohexyl, biphenyl-4-yl, thiophen-2-yl, etc.), esters RCH2C(O)OR1 (R1 = Me, Bn, cyclopropylmethyl, etc.), and amides RCH2C(O)NR2R3 [R2 = H, Et, i-Pr, Cy, Bn; R3 = n-Bu, cycloproyl, t-Bu, Et, i-Pr, Cy, Bn; R2R3 = -(CH2)2O(CH2)2-] from 1,1-dibromoalkenes RCH=CBr2Me has been developed. The reactions proceed through a key process, the C(sp)-B bond oxidation of alkynyl boronate intermediates with Oxone. This protocol features broad substrate scope, good efficiency, and good functional group compatibility. Moreover, the synthetic practicability was demonstrated by easy gram-scale preparation and the synthesis of drug mols., e.g., diclofenac.

ChemistrySelect published new progress about Aliphatic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 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

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

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

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