Tag: M.W=150-200

Wang, Fu-Li published the artcileMechanism-based ligand design for copper-catalysed enantioconvergent C(sp3)-C(sp) cross-coupling of tertiary electrophiles with alkynes, COA of Formula: C9H10O3, the main research area is tertiary alkyl halide alkyne enantioconvergent radical cross coupling copper.

A general copper-catalyzed enantioconvergent C(sp3)-C(sp) cross-coupling of diverse racemic tertiary alkyl halides RX [R = 1-cyclohexyl-1-[(naphthalen-1-yl)carbamoyl]ethyl, 1-phenyl-1-(phenylcarbamoyl)propyl, 1-[(4-bromophenyl)carbamoyl]-1-phenylpropyl, etc.; X = Cl, Br] and I (R1 = Et, cyclopropyl, benzyl, etc.; R2 = Et, Ph, 3-bromophenyl, etc.) with terminal alkynes R3CCH (R3 = Ph, cyclohexen-1-yl, thiophen-2-yl, etc.) (87 examples) was demonstrated. Key to the success is the rational design of chiral anionic N,N,N-ligands, e.g., II (R4 = t-butylphenyl) tailor-made for the computationally predicted outer-sphere radical group transfer pathway. This protocol provides a practical platform for the construction of chiral C(sp3)-C(sp/sp2/sp3) bonds, allowing for expedient access to an array of synthetically challenging quaternary carbon building blocks of interest in organic synthesis and related areas.

Nature Chemistry published new progress about Alkynes, α- 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Demidoff, Felipe C. published the artcileCross-Coupling Reactions with 2-Amino-/Acetylamino-Substituted 3-Iodo-1,4-naphthoquinones: Convenient Synthesis of Novel Alkenyl- and Alkynylnaphthoquinones and Derivatives, Formula: C9H10O3, the main research area is styryl naphthoquinone green preparation diastereoselective; amino iodo naphthoquinone styrene Heck palladium catalyst; alkynyl naphthoquinone preparation; acetylamino iodo naphthoquinone alkyne cross coupling copper mediated; triazole naphthoquinone hybrid preparation; alkyne azide click.

The applications of 2-amino-/acetylamino-substituted 3-iodo-1,4-naphthoquinones in cross-coupling reactions were described to successfully afford sixteen novel 3-styryl-1,4-naphthoquinones (amino-stilbene-quinone hybrids) I [R = Ph, 4-MeC6H4, 1,3-benzodioxol-5-yl, etc.] and four 3-alkynyl-1,4-naphthoquinones II [R1 = TMS, CH2OH, 4-MeOC6H4OCH2, 4-ClC6H4OCH2] in overall good yields. Interestingly, the alkynylated derivatives could be obtained from ligand- and Pd-free CuI-mediated cross-coupling reactions, after extensive investigations to exclude Pd as a co-catalyst. Lastly, the desilanized terminal alkyne was subjected to click chem. reactions to gave two novel triazole-1,4-naphthoquinone hybrids III [R2 = H, OMe].

Synthesis published new progress about Alkynes, α- 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, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kenarkoohi, Tahmineh published the artcileAn efficient solvent-free synthesis of 2-(alkylamino)-2-oxo-1-arylethyl-6,12-dioxo-6,12-dihydroindolo[1,2-b]isoquinoline-11-carboxylate derivatives via four-component reaction, Recommanded Product: 2,3-Dimethoxybenzaldehyde, the main research area is isatin phthalic anhydride cyclohexyl isocyanide benzaldehyde four component reaction; cyclohexylaminooxo phenyl ethyl dioxoindoloisoquinoline carboxylate preparation green chem; Dihydroindole; Indoloisoquinoline; Isocyanide; Isoquinoline; Passerini-like reaction.

An one-pot approach for the synthesis of a new series of 2-(alkylamino)-2-oxo-1-arylethyl-6,12-dioxo-6,12-dihydroindolo[1,2-b]isoquinoline-11-carboxylate derivatives via a four-component reaction using isatins, homophthalic anhydride, cyclohexyl isocyanide and aldehydes was described. This method was several advantages such as being catalyst- and solvent-free reaction and a high-efficiency process with high to excellent yields.

Molecular Diversity published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Massaro, Luca published the artcileStereodivergent Synthesis of Trisubstituted: Direct Access to Both Pure Geometrical Isomers, Category: isoquinoline, the main research area is enamide stereodivergent preparation geometrical isomer.

A stereodivergent strategy was developed to access either (E)- or (Z)-isomers of trisubstituted enamides. Starting from an extensive range of ketones, it was possible to synthesize and isolate the desired pure isomer by switching the reaction conditions. Lewis acid activation enables the formation of the (E)-isomers in high stereoselectivity (>90:10) and good yields. However, the use of a Bronsted acid gave the (Z)-isomers, again in high selectivity (up to 99:1), with moderate yields.

Journal of Organic Chemistry published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Shao, Xiaoqing published the artcileDecarboxylative Csp3-N Bond Formation by Electrochemical Oxidation of Amino Acids, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is carbon nitrogen bond formation electrochem oxidation amino acid decarboxylation.

Decarboxylative Csp3-N coupling reactions have been developed through electrochem. oxidation of amino acids. The reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to form stabilized carbocations, which are trapped by azoles or amides to construct C-N bonds. This method avoids the preactivation of carboxylic acids and the use of expensive transition-metals and external chem. oxidants.

Organic Letters published new progress about Amides, oxo 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, Recommanded Product: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Senthamarai, Thirusangumurugan published the artcileSimple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines, Category: isoquinoline, the main research area is primary benzylic heterocyclic aliphatic amine preparation; aldehyde ketone reductive amination ruthenium catalyst.

The production of primary benzylic and aliphatic amines, which represent essential feedstocks and key intermediates for valuable chems., life science mols. and materials, is of central importance. Here, the synthesis of this class of amines starting from carbonyl compounds and ammonia by Ru-catalyzed reductive amination using H2 is reported. Key to success for this synthesis is the use of a simple RuCl2(PPh3)3 catalyst that empowers the synthesis of >90 various linear and branched benzylic, heterocyclic, and aliphatic amines under industrially viable and scalable conditions. Applying this catalyst, -NH2 moiety has been introduced in functionalized and structurally diverse compounds, steroid derivatives and pharmaceuticals. Noteworthy, the synthetic utility of this Ru-catalyzed amination protocol has been demonstrated by upscaling the reactions up to 10 g-scale syntheses. Furthermore, in situ NMR studies were performed for the identification of active catalytic species. Based on these studies a mechanism for Ru-catalyzed reductive amination is proposed.

Nature Communications published new progress about 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hazra, Susanta published the artcileReactivity of Styrenes in Micelles: Safe, Selective, and Sustainable Functionalization with Azides and Carboxylic Acids, Safety of 4-Methoxyphenylacetic acid, the main research area is azide ester preparation; styrene carboxylic acid amphiphile PS 750M mimics NBS oxyfunctionalization.

An amphiphile PS-750-M that mimics dipolar-aprotic organic solvents enables N-bromo succinimide (NBS)-mediated one-pot oxyfunctionalization of styrenes in water under mild conditions. Control experiments reveal the involvement of the radical pathway. The radical intermediate was also trapped with butylated hydroxytoluene to obtain a peroxy educt. The method is scalable without involving any operational risk. This aqueous micellar technol. for oxyfunctionalization is further applied on in situ reduction and click chem. to obtain β-azido alcs. and β-carbonyl triazoles.

ACS Sustainable Chemistry & Engineering published new progress about Azides Role: 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

Laha, Joydev K. published the artcileImproved, gram-scale synthesis of sildenafil in water using arylacetic acid as the acyl source in the pyrazolo[4,3-d]pyrimidin-7-one ring formation, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is arylacetic acid aminobenzamide water potassium persulfate annulation oxidation green; quinazolinone preparation; arylbenzothiazole preparation; sildenafil preparation.

An improved, gram-scale synthesis of the blockbuster drug sildenafil, used for the treatment of male erectile dysfunction, has been developed. Unlike the previous literature, the current method demonstrates the use of arylacetic acid as an acyl source, a cheap oxidant K2S2O8, and water as the reaction medium in the key step of pyrazolo[4,3-d]pyrimidin-7-one ring formation. As well as being a green and benign approach, the current method reduces the cost by half compared to our previous strategy. In addition, the general relevance of the method has been demonstrated in the synthesis of a variety of quinazolinone and benzothiazole derivatives with excellent functional group tolerance.

New Journal of Chemistry published new progress about Benzamides 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, Recommanded Product: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Guo, Hai-Ming published the artcileL-Prolinamide-catalyzed direct nitroso aldol reactions of α-branched aldehydes: a distinct regioselectivity from that with L-proline, Category: isoquinoline, the main research area is direct enantioselective nitroso aldol reaction aldehyde nitrosobenzene prolinamide catalyst.

The first direct enantioselective N-nitroso aldol reaction of aldehydes with nitrosobenzene catalyzed by an L-prolinamide derivative is presented; the reactions proceed smoothly furnishing the α-hydroxyamino carbonyl compounds, the otherwise disfavored products, in good yields with up to 64% ee. E.g., L-prolinamide derivative I catalyzed the direct enantioselective N-nitroso aldol reaction of EtCHMeCHO with PhNO to give 53% (-)-EtCMe(CH2OH)NPhOH (46% ee) after NaBH4 reduction

Chemical Communications (Cambridge, United Kingdom) published new progress about Aldehydes 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Lan, Liyuan published the artcilePreparation and odor characteristics of nitriles derived from aldehydes, HPLC of Formula: 1205-17-0, the main research area is aldehyde hydroxylamine hydrochloride reaction; aldoxime preparation dehydration; nitrile preparation odor.

Twenty nitriles, including saturated and unsaturated aliphatic, araliph., and aromatic nitriles, were prepared from the corresponding aldehydes, commonly used as flavors or fragrances. The aldehydes were converted to aldoximes first, which then underwent dehydration by treatment with oxalyl chloride in the presence of a catalytic amount of DMSO. The nitriles were obtained in high yields in most cases. The odor characteristics of the nitriles obtained were evaluated by GC-O. The nitriles present varied characteristic odors, which are usually distinct from those of the corresponding aldehydes.

Flavour and Fragrance Journal published new progress about Aldehydes 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, HPLC of Formula: 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem