Tag: M.W=150-200

Zhang, Sheng published the artcileCobalt(II)-Catalyzed Stereoselective Olefin Isomerization: Facile Access to Acyclic Trisubstituted Alkenes, Formula: C9H10O3, the main research area is cobalt catalyst stereoselective olefin isomerization; acyclic trisubstituted alkenes stereoselective preparation.

Stereoselective synthesis of trisubstituted alkenes is a long-standing challenge in organic chem., due to the small energy differences between E and Z isomers of trisubstituted alkenes (compared with 1,2-disubstituted alkenes). Transition metal-catalyzed isomerization of 1,1-disubstituted alkenes can serve as an alternative approach to trisubstituted alkenes, but it remains underdeveloped owing to issues relating to reaction efficiency and stereoselectivity. Here we show that a novel cobalt catalyst can overcome these challenges to provide an efficient and stereoselective access to a broad range of trisubstituted alkenes. This protocol is compatible with both mono- and dienes and exhibits a good functional group tolerance and scalability. Moreover, it has proven to be a useful tool to construct organic luminophores and a deuterated trisubstituted alkene. A preliminary study of the mechanism suggests that a cobalt-hydride pathway is involved in the reaction. The high stereoselectivity of the reaction is attributed to both a π-π stacking effect and the steric hindrance between substrate and catalyst.

Journal of the American Chemical Society published new progress about Diastereoselective synthesis. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Sen, Anirban published the artcileMechanistically Guided One Pot Synthesis of Phosphine-Phosphite and Its Implication in Asymmetric Hydrogenation, SDS of cas: 86-51-1, the main research area is mechanistically guided one pot phosphine phosphite preparation catalyst hydrogenation; alkene asym hydrogenation Senphos rhodium catalyzed.

Although hybrid bidentate ligands are known to yield highly enantioselective products in asym. hydrogenation (AH), synthesis of these ligands is an arduous process. Herein, a one pot, atom-economic synthesis of a hybrid phosphine-phosphite (L1) is reported. After understanding the reactivity difference between an O-nucleophile vs. C-nucleophile, one pot synthesis of Senphos (L1) was achieved (72%). When L1 was treated with [Rh], 31P NMR revealed bidentate coordination to Rh. Senphos, in the presence of rhodium, catalyzes the AH of Methyl-2-acetamido-3-phenylacrylate and discloses an unprecedented turn over frequency of 2289, along with excellent enantio-selectivity (92%). The generality is demonstrated by hydrogenating an array of alkenes. The AH operates under mild conditions of 1-2 bar H2 pressure, at room temperature The practical relevance of L1 is demonstrated by scaling-up the reaction to 1 g and by synthesizing DOPA, a drug widely employed for the treatment of Parkinson’s disease. Computational insights indicate that the R isomer is preferred by 3.8 kcal/mol over the S isomer.

European Journal of Organic Chemistry published new progress about Hydrogenation catalysts, stereoselective. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, SDS of cas: 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pramanik, Subhendu published the artcilePalladium-Catalyzed Benzannulations of 1-(Indol-2-yl)but-3-yn-1-ols: Easy Access to Functionalized Carbazoles, Computed Properties of 86-51-1, the main research area is carbazole preparation one pot; indolyl butynol aldehyde benzannulation cascade palladium catalyst.

An atom economic direct synthesis of carbazoles having aryl and keto-aryl groups has been achieved through Pd(II)-catalyzed cascade reactions between 1-(indol-2-yl)-3-butyn-1-ols and aldehydes. The reaction proceeds through alkyne-carbonyl metathesis, an uncommon pathway using palladium catalyst, and constitutes a fast intermol. assembly through four carbon-carbon bond formations in one-pot. Absence of the aldehyde substrate resulted in the formation of C1-aryl substituted carbazoles. The reaction is amenable to the synthesis of bis-carbazole derivatives

Organic Letters published new progress about Aryl aldehydes 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, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhou, Leijie published the artcilePhosphine-Catalyzed Asymmetric Tandem Isomerization/Annulation of Allyl Amines with Allenoates: Enantioselective Annulation of a Saturated C-N Bond, Computed Properties of 104-01-8, the main research area is pyrroline preparation enantioselective DFT; allylamine allenoate asym tandem isomerization heterocyclization chiral phosphine catalyst.

Under catalysis by chiral phosphine, an asym. isomerization/annulation cascade reaction of allylamines ArSO2NHCH2CH=CHC(O)OCH2CH3 (Ar = Ph, 4-nitrophenyl, 4-methylphenyl) with allenoates RCH=C=CHC(O)O2CH3 (R = Me, cyclopropyl, 4-methoxyphenyl, etc.) was realized. A wide range of γ-substituted allenoates were tolerated to afford chiral pyrroline derivatives I in high yields with excellent enantioselectivities. In the reaction, isomerization of readily available N-allylamines to reactive aliphatic imines through a 1,4-proton shift is a key step, which circumvents the isolation of highly unstable alkyl N-sulfonylimines.

Organic Letters published new progress about Allyl amines Role: PRP (Properties), 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, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Haoqi published the artcileSynthesis of Novel Heterocycles by Amide Activation and Umpolung Cyclization, Application In Synthesis of 104-01-8, the main research area is cyclic amidinium triflate preparation; oxazine preparation; amide azide cyclization.

Herein, we report a metal-free synthesis of cyclic amidines, oxazines, and an oxazinone under mild conditions by electrophilic amide activation. This strategy features an unusual Umpolung cyclization mode and enables the smooth union of α-aryl amides and diverse alkylazides, effectively rerouting our previously reported α-amination transform.

Organic Letters published new progress about Azides 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, Application In Synthesis of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Baglai, Iaroslav published the artcileA Viedma ripening route to an enantiopure building block for Levetiracetam and Brivaracetam, Recommanded Product: 2,3-Dimethoxybenzaldehyde, the main research area is aminobutyramide preparation enantioselective Viedma ripening.

A simple route to an enantiomerically pure (S)-2-aminobutyramide, a chiral component of anti-epileptic drugs Levetiracetam and Brivaracetam has been developed. This approach is based on the rational design and application of a Viedma ripening process. The practical potential of the process is demonstrated on a large scale.

Organic & Biomolecular Chemistry 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, Recommanded Product: 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yang, Guoqiang published the artcileMigrative Carbofluorination of Saturated Amides Enabled by Pd-Based Dyotropic Rearrangement, Formula: C9H10O3, the main research area is functionalized amide preparation; saturated amide dyotropic rearrangement migrative carbofluorination palladium catalyst.

Herein, a palladium-catalyzed migrative carbofluorination of saturated amides enabled by the activation of both the C(sp3)-H and the Cquaternary-Cσ bonds was reported for the synthesis of functionalized amides. In this transformation, the α-quaternary carbon of Weinreb amides was converted to α-tertiary fluoride with concurrent migration of an aryl or an amido group from the α- to β-carbon. DFT calculations indicate that the dyotropic rearrangement proceeds through an unusual anti-selective [2.1.0] bicyclic transition state.

Journal of the American Chemical Society published new progress about Fluorination. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jagadeesh, Rajenahally V. published the artcileMOF-derived cobalt nanoparticles catalyze a general synthesis of amines, Related Products of isoquinoline, the main research area is MOF cobalt nanoparticle preparation; carbonyl amine reductive amination.

The development of base metal catalysts for the synthesis of pharmaceutically relevant compounds remains an important goal of chem. research. Here, we report that cobalt nanoparticles encapsulated by a graphitic shell are broadly effective reductive amination catalysts. Their convenient and practical preparation entailed template assembly of cobalt-diamine-dicarboxylic acid metal organic frameworks on carbon and subsequent pyrolysis under inert atm. The resulting stable and reusable catalysts were active for synthesis of primary, secondary, tertiary, and N-methylamines (more than 140 examples). The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, or nitro compounds, and mol. hydrogen under industrially viable and scalable conditions, offering cost-effective access to numerous amines, amino acid derivatives, and more complex drug targets.

Science (Washington, DC, United States) published new progress about Aromatic nitro compounds 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, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Gomez-Prado, Raul A. published the artcileSynthesis of nuevamine and a cyano-chilenine analog via divergent C(sp3)-H bond functionalization of isoindolinone derivatives, Synthetic Route of 86-51-1, the main research area is nuevamine cyanochilenine preparation.

Divergent C(sp3)-H bond functionalizations of isoindolinone derivatives were developed to synthesize nuevamine, a cyano-chilenine derivative, and two related analogs. A copper-catalyzed C-H cross-dehydrogenative coupling (via cation formation) allowed the formation of a new C-C bond leading to the direct assembly of the isoindolo[1,2-a]isoquinolinone tetracyclic system of the nuevamine. The syntheses of the cyano-chilenine derivatives were carried out by installing two nitrile groups under basic conditions (via anion formation). Then, the isoindolobenzazepinic system of the chilenine skeleton was constructed by a Houben-Hoesch cyclization process. The present methodol. has the advantage of not requiring the use of pre-functionalized substrates.

Organic & Biomolecular Chemistry published new progress about Benzodioxoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Synthetic Route of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Grajewska, Agnieszka published the artcileSynthesis of new substituted 7,12-dihydro-6,12-methanodibenzo[c,f]azocine-5-carboxylic acids containing a tetracyclic tetrahydroisoquinoline core structure, COA of Formula: C9H10O3, the main research area is dihydromethanodibenzoazocine carboxylic acid preparation; aminoacetaldehyde acetal Petasis reaction Pomeranz Fritsch double cyclization; amino acids; cyclization; multicomponent reactions; synthetic methods; tetrahydroisoquinoline.

A convenient and simple protocol has been developed for the synthesis of a series of new tetracyclic tetrahydroisoquinoline derivatives, 7,12-dihydro-6,12-methanodibenzo[c,f]-azocine-5-carboxylic acids by three component Petasis reaction with the use of aminoacetaldehyde acetals bearing substituted benzyl groups as the amine components followed by Pomeranz-Fritsch double cyclization reaction. By applying this method, several acids have been prepared in satisfactory yields. An unprecedented chem. behavior of a Petasis reaction product in diluted HCl solution leading to the formation of a phenylglycine derivative has been observed and the mechanism explaining such reactivity has been proposed.

Beilstein Journal of Organic Chemistry published new progress about Aldehydes 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem