Month: November 2022

Li, Qingyao published the artcilePhotomediated reductive coupling of nitroarenes with aldehydes for amide synthesis, Recommanded Product: 4-Methoxy-N-phenylbenzamide, the main research area is aryl amide preparation; aldehyde nitroarene reductive coupling photomediated hydrogen atom transfer catalysis.

In view of the widespread significance of amide functional groups in organic synthesis and pharmaceutical studies, an efficient and practical synthetic protocol that avoids the use of stoichiometric activating reagents or metallic reductants is highly desirable. A straight-forward pathway to access amides from abundant chem. feedstock would offer a strategic advantage in the synthesis of complex amides. Authors herein disclose a direct reductive amidation reaction using readily available aldehydes and nitroarenes enabled by photo-mediated hydrogen atom transfer catalysis. It avoids the use of metallic reductants and production of toxic chem. waste. While aldehydes represent a classic class of electrophilic synthons, the corresponding nucleophilic acyl radicals could be directly accessed by photo hydrogen atom transfer catalysis, enabling polarity inversion. Authors method provides an orthogonal strategy to conventional amide couplings, tolerating nucleophilic substituents such as free alcs. and sensitive functional groups to amines such as carbonyl or formyl groups. The synthetic utilization of this reductive amidation is demonstrated by the late-stage modification of complex biol. active mols. and direct access of drug mols. leflunomide and lidocaine.

Chemical Science published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Recommanded Product: 4-Methoxy-N-phenylbenzamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Singh, Ashmita published the artcileOxidative Amidation of Aldehydes with Amines Catalysed by Fe(II) – Hydride Complex and N- Heterocyclic Carbenes (NHC), Safety of 4-Methoxy-N-phenylbenzamide, the main research area is primary secondary amide preparation; aldehyde amine oxidative amidation iron catalyst NHC ligand.

Oxidative amidation reaction of aldehydes with amines, by tert Bu hydrogen peroxide in toluene was achieved. The reaction utilized the in situ generated catalyst produced by Fe(II) – hydride complex [FeH2(PPh3)4], and N-heterocyclic carbene (NHC) ligand. The catalytic system was found efficient for the synthesis of wide variety of mono and disubstituted amides.

ChemistrySelect published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Safety of 4-Methoxy-N-phenylbenzamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Borrego, Lorenzo G. published the artcileEnantioselective synthesis of 4-amino-3,4-dihydrocoumarins and their non-cyclic hydroxyester precursors: Biological evaluation for the treatment of glioblastoma multiforme, Computed Properties of 343338-28-3, the main research area is amino dihydrocoumarin preparation enantioselective antitumor; Enantiopure 4-amino-3,4-dihydrocoumarins; Glioblastoma multiforme; N-sulfinylarylimines; β-hydroxyesters.

The stereoselective addition of Et acetate enolate to the CN bond of N-tert-butylsulfinylimines was investigated in depth. A significant effect of the LHMDS amount and the N-sulfinylimine nature on the stereoselectivity of the process was observed Conditions were found where sulfinylimines of differently substituted salicylaldehydes derivatives, Et acetate, and LHMDS afforded the corresponding addition products as a single diastereomer in good yields. The developed protocol was successfully applied to the first stereoselective synthesis of differently substituted 4-amino-3,4-dihydrocoumarin derivatives Computational models confirmed the prominent role of the ortho aryl substituent in the stereoselectivity of the process. A significant and selective cytotoxic activity against Glioblastoma Multiforme (GBM) cancer line has been determined for the noncyclic hydroxy ester derivative

European Journal of Medicinal Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Prieto, Alexis published the artcileVisible-Light Decatungstate/Disulfide Dual Catalysis for the Hydro-Functionalization of Styrenes, Product Details of C2H5NO, the main research area is alkene tetrabutylammonium decatungstate disulfide photoredox dual catalyst hydrofunctionalization; amide preparation; unsym ketone preparation.

An efficient photoredox system, relied on decatungstate/disulfide catalysts, for the hydrofunctionalization of styrenes was described. In this methodol. the use of disulfide as a cocatalyst was shown to be crucial for the reaction efficiency. This photoredox system was employed for the hydro-carbamoylation, -acylation, -alkylation, and -silylation of styrenes, gave access to a large variety of useful building blocks and high-value mols. such as amides and unsym. ketones from simple starting materials.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Product Details of C2H5NO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Liu, Jianzhong published the artcileNitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles, Related Products of amides-buliding-blocks, the main research area is nitrile preparation; amide preparation; ketone aldehyde alkyne alkylarene nitroalkane Schmidt like reaction.

The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chem. nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles.

Science (Washington, DC, United States) published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Related Products of amides-buliding-blocks.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Polackova, Viera published the artcileN-Sulfinylpyrrolidine-containing ureas and thioureas as bifunctional organocatalysts, Formula: C4H11NOS, the main research area is aldehyde aryl nitroalkene sulfinylpyrrolidine catalyst diastereoselective enantioselective Michael addition; aryl nitroalkane preparation; Michael addition; asymmetric organocatalysis; hydrogen bond; pyrrolidine; thiourea; urea.

The synthesis of bifunctional N-sulfinylureas and thioureas with an appended pyrrolidine unit was presented. These organocatalysts were evaluated in Michael additions of aldehydes to nitroalkenes both under solvent-free conditions and in solution The N-sulfinylurea catalyst was more efficient than the corresponding thiourea. For some substrates, enantioselectivities reached 98% ee. The stereogenic center on the sulfur did not have a considerable influence on the catalytic reactions. Under ball-milling conditions, the Michael adducts were obtained in good yields but with slightly lower enantiomeric purities than in solution DFT calculations elucidated its mode of action and confirmed a dual activation mode, which combines enamine activation of aldehydes and hydrogen bond activation of nitroalkenes.

Beilstein Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Wang, Jia-Wang published the artcileCatalytic asymmetric reductive hydroalkylation of enamides and enecarbamates to chiral aliphatic amines, COA of Formula: C2H5NO, the main research area is enamine alkyl halide nickel reductive alkylation regioselective enantioselective diastereoselective; enecarbamate alkyl halide nickel reductive alkylation regioselective enantioselective diastereoselective; chiral aliphatic amine preparation.

A mild and general nickel-catalyzed asym. reductive hydroalkylation effectively converted to enamides and enecarbamates into drug-like α-branched chiral amines was reported. This reaction involved the regio- and stereoselective hydrometallation of an enamide or enecarbamate to generated a catalytic amount of enantioenriched alkylnickel intermediate, followed by C-C bond formation via alkyl electrophiles.

Nature Communications published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, COA of Formula: C2H5NO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Bi, Wen-Zhu published the artcileVisible-light-promoted synthesis of secondary and tertiary thiocarbamates from thiosulfonates and N-substituted formamides, Formula: C2H5NO, the main research area is secondary thiocarbamate tertiary preparation; thiosulfonate formamide thiolation rhodamine B photocatalyst.

A general visible-light-promoted metal-free synthesis of secondary and tertiary thiocarbamates RSC(O)NR1R2 [R = Ph, 4-MeC6H4, Bn, etc., R1 = Me, iso-Pr, cyclohexyl, etc., R2 = H, Me, Et, n-Pr, iso-Pr, (CH2)3CH3, R1R2 = (CH2)5, (CH2)2O(CH2)2] starting from thiosulfonates and N-substituted formamides was developed. By employing rhodamine B as a photocatalyst and tert-Bu hydroperoxide (TBHP) as an oxidant, a wide scope of thiocarbamates could be obtained through direct thiolation of acyl C-H bonds under irradiation of blue light at room temperature for 12 h.

Organic & Biomolecular Chemistry published new progress about Formamides Role: RCT (Reactant), RACT (Reactant or Reagent). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Formula: C2H5NO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Khaliullin, F. A. published the artcileUnusual Reaction of 8-Bromo-3-methyl-7-(thietan-3-yl)3,7-dihydro-1H-purine-2,6-diones with Trisamine in Dimethylformamide, Related Products of amides-buliding-blocks, the main research area is dimethylamino methylthietanyl dihydropurine dione preparation; bromo methylthietanyl dihydropurine dione DMF nucleophilic substitution reaction.

The reaction of title compounds I (R = H, Et, pentyl, benzyl, etc.; R1 = Br) with trisamine in DMF gave, instead of the expected 8-tris(hydroxymethyl)methylamino-substituted products I (R1 = NHC(CH2OH)3), 8-dimethylamino-substituted products I (R1 = N(CH3)2). The formation of unusual reaction products was explained by the initial reaction of DMF with trisamine to form dimethylamine and subsequent nucleophilic substitution reaction of the latter with the bromine atom.

Russian Journal of Organic Chemistry published new progress about Formamides Role: RCT (Reactant), RACT (Reactant or Reagent). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Related Products of amides-buliding-blocks.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sun, Shaofa published the artcileFrom imines to amides via NHC-mediated oxidation, Synthetic Route of 7465-88-5, the main research area is amide preparation green chem; imine oxidation heterocyclic carbene.

The unprecedented NHC-mediated oxidation of imines RCH=NR1 (R = Ph, 1-naphthyl, 4-pyridyl, etc.; R1 = Ph, Tosyl, Boc, etc.) to amides RC(O)NHR1 is described. This protocol features broad substrate scope and allows rapid assembly of amides in good to high yields. Notably, this process includes not only the umpolung of imines, but also the discovery of NHC-bound 1,2-dioxetane intermediates.

Organic Chemistry Frontiers published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Synthetic Route of 7465-88-5.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics