Month: November 2022

Alandini, Nurtalya published the artcileAmide Synthesis by Nickel/Photoredox-Catalyzed Direct Carbamoylation of (Hetero)Aryl Bromides, Recommanded Product: 4-Methoxy-N-phenylbenzamide, the main research area is amide preparation nickel photoredox catalyst carbamoylation heteroaryl bromide; amides; cross-coupling; nickel catalysis; photoredox catalysis; radical chemistry.

Herein, the authors report a one-electron strategy for catalytic amide synthesis that enables the direct carbamoylation of (hetero)aryl bromides. This radical cross-coupling approach, which is based on the combination of nickel and photoredox catalysis, proceeds at ambient temperature and uses readily available dihydropyridines as precursors of carbamoyl radicals. The method’s mild reaction conditions make it tolerant of sensitive-functional-group-containing substrates and allow the installation of an amide scaffold within biol. relevant heterocycles. In addition, the authors installed amide functionalities bearing electron-poor and sterically hindered amine moieties, which would be difficult to prepare with classical dehydrative condensation methods.

Angewandte Chemie, International Edition 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, Recommanded Product: 4-Methoxy-N-phenylbenzamide.

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

Maegawa, Tomohiro published the artcileThe Reaction of Ketoximes with Hypervalent Iodine Reagents: Beckmann Rearrangement and Hydrolysis to Ketones, Recommanded Product: 4-Methoxy-N-phenylbenzamide, the main research area is ketoxime hypervalent iodine Beckmann rearrangement; amide preparation; oxime hypervalent iodine reagent hydrolysis; ketone preparation.

The reaction of ketoximes with hypervalent iodine reagents was investigated. A combination of PhI(OAc) 2 and BF3·Et2O promoted the Beckmann rearrangement of ketoximes, thus yielding the corresponding amides. From a detailed investigation of the reaction, it was determined that the Beckmann rearrangement is preceded by acetylation of the hydroxy group of the ketoxime in situ, accelerating the Beckmann rearrangement. The acetylated ketoxime undergoes the Beckmann rearrangement with BF3·Et2O was confirmed. The reaction of ketoximes with Koser’s reagent [PhI(OH)OTs] in the presence of THF results in hydrolysis, affording the corresponding ketones in high yields at room temperature

Synthesis 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, Recommanded Product: 4-Methoxy-N-phenylbenzamide.

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

Zhang, Jin published the artcileSynthesis of Amides by Mild Palladium-Catalyzed Aminocarbonylation of Arylsilanes with Amines Enabled by Copper(II) Fluoride, Formula: C14H13NO2, the main research area is preparation amides palladium catalyzed aminocarbonylation arylsilanes amines.

A general Pd-catalyzed synthesis of amides by oxidative aminocarbonylation of arylsilanes under mild conditions was accomplished for the first time. The reaction is promoted by a com. available copper(II) fluoride, which acts as a dual silane activator and mild oxidant, enabling highly efficient aminocarbonylation of versatile arylsilanes at atm. CO pressure. The reaction is tolerant of a wide range of arylsilanes and various sensitive halide functional groups as well as a broad scope of amines are compatible with this oxidative process using cheap CO. A significant aspect involves the increased efficiency by the catalyst system. The reaction represents a segue into the powerful Pd-catalyzed oxidative transformations of organosilanes.

Journal of Organic Chemistry 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, Formula: C14H13NO2.

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

Wang, Shi-Meng published the artcileClickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages, Product Details of C14H13NO2, the main research area is peptide linkage click coupling carboxylic acid amine; amide preparation click coupling carboxylic acid amine sulfonyl fluoride; amine carboxylic acid click coupling sulfonyl fluoride.

A mild, simple, efficient and robust protocol was developed for the synthesis of amides RC(O)NR1R2 [R = Et, Ph, 2-furyl, 4-pyridyl, etc., R1 = H, Et, Bn, etc., R2 = Et, Ph, 3-pyridyl, etc.] via SO2F2-mediated clickable coupling of carboxylic acids with amines. Peptide linkages were also prepared using this methodol. The direct click reactions of acids and amines on gram scale were also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

Organic & Biomolecular Chemistry 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, Product Details of C14H13NO2.

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

Kumar, Vishal published the artcileCu-catalysed transamidation of unactivated aliphatic amides, Computed Properties of 123-39-7, the main research area is amino phenyl alkylamide copper catalyst tranamidation; phenyl amide preparation.

Direct transamidation was gaining prominence as a ground-breaking technique that generates a wide variety of amides without the requirement of acid-amine coupling or other intermediate steps. However, transamidation of unactivated aliphatic amides, on the other hand, was a long-standing issue in comparison to transamidation of activated amides. Herein, a transamidation approach of an unactivated aliphatic amide using a copper catalyst and chlorotrimethylsilane as an additive was reprted. In addition, used transamidation as a tool for selective N-C(O) cleavage and O-C(O) formation to synthesize 2-substituted benzoxazoles and benzothiazoles. The reactions were carried out without using any solvents and offered wide substitution scope.

Organic & Biomolecular Chemistry published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Computed Properties of 123-39-7.

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

Chen, Rongxiang published the artcileCopper-Catalyzed Regio- and Stereoselective Sulfonylation of Alkynyl Imines with Sulfonyl Hydrazides: Access to (E)-β-Sulfonyl Enones, Related Products of amides-buliding-blocks, the main research area is sulfonyl enone diastereoselective regioselective preparation; alkynyl imine sulfonyl hydrazide stereoselective sulfonylation copper catalyst.

A copper-catalyzed sulfonylation of alkynyl imines with sulfonyl hydrazides was developed, which exhibited excellent regio- and stereoselectivity and furnished a series of (E)-β-sulfonyl enones I [R1 = Ph, 4-MeC6H4, 4-FC6H4, etc.; R2 = Ph, 4-ClC6H4, 4-FC6H4, etc.; R = Ph, 4-MeC6H4, 4-BrC6H4, etc.] in moderate to good yields. Mechanistic studies suggested that this strategy goes through a radical process.

Journal of Organic Chemistry published new progress about Alkynes, α- 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

Su, Lebin published the artcileCu(I)-Catalyzed 6-endo-dig Cyclization of Terminal Alkynes, 2-Bromoaryl Ketones, and Amides toward 1-Naphthylamines: Applications and Photophysical Properties, Recommanded Product: N-Methylformamide, the main research area is copper catalyzed endo dig cyclization alkyne bromoaryl ketone amide; naphthylamine preparation.

Functional group substituted 1-naphthylamines, especially N-methylated ones, play important roles in numerous chem. and biol. processes. However, these compounds’ general and step-economic syntheses are highly limited, which seriously restricts efforts to improve the properties and develop new functions for this kind of compound In this report, we describe the development of an efficient, convenient, and general method for the synthesis of valuable functionalized 1-naphthylamines directly from readily available terminal alkynes, 2-bromoaryl ketones, and amides via Cu(I)-catalyzed benzannulation in a green solvent (i.e., water) under Pd- and ligand-free conditions. A total of 82 functionalized 1-naphthylamines, especially synthetically and biol. useful N-methylated compounds, are synthesized in isolated yields up to 95%. Some unique features of the reaction are as follows: (1) exclusive 6-endo-dig selectivity, (2) ready incorporation of a broad range of functional groups directly from easily available substrates, and (3) amides that can be used as aminating agents and that are excellent alternatives to toxic and/or odorous amines. Due to facile tuning of functional groups for the reaction, the products possess good electronic donor-acceptor structures and exhibit intriguing photophys. properties, such as tunable and polarity-sensitive fluorescence emission and large Stokes shifts (up to 258 nm). Utilizing the products’ unique polarity-sensitive fluorescence response, we successfully applied the 1-naphthylamine derivatives, such as compound 91, to image lipid droplets (LDs) and monitor cellular LDs growth. The previously mentioned advantages of this methodol., along with the mild conditions, simple operation, and scalable synthesis, may allow this novel reaction to be extended to varied applications in chem., biol., and materials science.

Journal of the American Chemical Society published new progress about Alkynes, α- 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, Recommanded Product: N-Methylformamide.

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

Shan, Chao published the artcileConstruction of an α-chiral pyrrolidine library with a rapid and scalable continuous flow protocol, COA of Formula: C4H11NOS, the main research area is chloro tert butanesulfinyl imine grignard reagent continuous flow heterocyclization; tert butylsulfinyl pyrrolidine preparation enantioselective diastereoselective.

An α-chiral pyrrolidine library was established via a highly diastereoselective continuous flow protocol under mild conditions. Various functionalized pyrrolidines was obtained in generally high yields (up to 87%) and with superior diastereocontrol within 150 s. The utility of this flow methodol. was further demonstrated by the gram-scale preparation of a κ-opioid receptor selective antagonist Aticaprant intermediate. Moreover, the scale-up in a self-designed microfluidic reactor provided a throughput of 7.45 g h-1, suggesting its potential large-scale applications. The flow procedure afforded rapid, cost-efficient and scalable access to obtain chiral α-substituted pyrrolidines in the compound library.

Reaction Chemistry & Engineering published new progress about Bromoalkanes 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, COA of Formula: C4H11NOS.

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

Chen, Jing published the artcileSelectfluor-promoted Synthesis of 2,4- and 2,6-Diarylpyridines Through Annulation of Aromatic Ketones with an Ammonium Source in DMF, Computed Properties of 123-39-7, the main research area is diarylpyridine preparation regioselective; aromatic ketone ammonium acetate DMF condensation cyclization Selectfluor.

An efficient one-pot four-component condensation and cyclization of ketones with DMF and ammonium acetate for the synthesis of 2,4-diarylsubstituted pyridines promoted by Selectfluor has been achieved. Sym. pyridines were obtained selectively when non-Me ketones were used as the starting materials. Two C-C and C-N bonds are formed during the oxidative cyclization process.

ChemistrySelect published new progress about Aryl ketones 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, Computed Properties of 123-39-7.

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

Cinelli, Maris A. published the artcileFirst Contact: 7-Phenyl-2-Aminoquinolines, Potent and Selective Neuronal Nitric Oxide Synthase Inhibitors That Target an Isoform-Specific Aspartate, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is phenyl aminoquinoline preparation neuronal nitric oxide synthase inhibitor human; mol docking SAR phenyl aminoquinoline crystal structure.

Inhibition of neuronal nitric oxide synthase (nNOS), an enzyme implicated in neurodegenerative disorders, is an attractive strategy for treating or preventing these diseases. Several classes of 2-aminoquinoline-based nNOS inhibitors were developed previously, but these compounds had drawbacks including off-target promiscuity, low activity against human nNOS, and only modest selectivity for nNOS over related enzymes. In this study, new nNOS inhibitors based on 7-phenyl-2-aminoquinoline were synthesized and assayed them against rat and human nNOS, human eNOS, and murine and (in some cases) human iNOS. Compounds with a meta-relationship between the aminoquinoline and a pos. charged tail moiety were potent and had up to nearly 900-fold selectivity for human nNOS over human eNOS. X-ray crystallog. indicates that the amino groups of some compounds occupy a water-filled pocket surrounding an nNOS-specific aspartate residue (absent in eNOS). This interaction was confirmed by mutagenesis studies, making 7-phenyl-2-aminoquinolines the first aminoquinolines to interact with this residue.

Journal of Medicinal Chemistry published new progress about Aryl halides 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, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

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