Month: November 2022

Zhou, Zijun published the artcilePhotoinduced Transition-Metal-Free Chan-Evans-Lam-Type Coupling: Dual Photoexcitation Mode with Halide Anion Effect, Product Details of C14H13NO2, the main research area is photoinduced transition metal free Chan Evans Lam type coupling.

Herein, we report a photoinduced transition-metal-free C(aryl)-N bond formation between 2,4,6-tri(aryl)boroxines or arylboronic acids as an aryl source and 1,4,2-dioxazol-5-ones (dioxazolones) as an amide coupling partner. Chloride anion, either generated in situ by photodissociation of chlorinated solvent mols. or added sep. as an additive, was found to play a critical cooperative role, thereby giving convenient access to a wide range of synthetically versatile N-arylamides under mild photo conditions. The synthetic virtue of this transition-metal-free Chan-Evans-Lam-type coupling was demonstrated by large-scale reactions, synthesis of 15N-labeled arylamides, and applicability toward biol. relevant compounds On the basis of mechanistic investigations, two distinctive photoexcitations are proposed to function in the current process, in which the first excitation involving chloro-boron adduct facilitates the transition-metal-free activation of dioxazolones by single electron transfer (SET), and the second one enables the otherwise-inoperative 1,2-aryl migration of the thus-formed N-chloroamido-borate adduct.

Journal of the American Chemical Society published new progress about Boroxins 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, Product Details of C14H13NO2.

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

Zuo, Dongxu published the artcileHighly Chemoselective Transamidation of Unactivated Tertiary Amides by Electrophilic N-C(O) Activation by Amide-to-Acyl Iodide Re-routing, Category: amides-buliding-blocks, the main research area is tertiary amide transamidation cooperative catalysis chemoselective; Acyl Iodides; Amides; Cooperative Catalysis; N−C(O) Activation; Transamidation.

The challenging transamidation of unactivated tertiary amides has been accomplished via cooperative acid/iodide catalysis. Most crucially, the method provides a novel manifold to re-route the reactivity of unactivated N,N-dialkyl amides through reactive acyl iodide intermediates, thus reverting the classical order of reactivity of carboxylic acid derivatives This method provides a direct route to amide-to-amide bond interconversion with excellent chemoselectivity using equivalent amounts of amines. The combination of acid and iodide has been identified as the essential factor to activate the amide C-N bond through electrophilic catalytic activation, enabling the production of new desired transamidated products with wide substrate scope of both unactivated amides and amines, including late-stage functionalization of complex APIs (>80 examples). Authors anticipate that this powerful activation mode of unactivated amide bonds will find broad-ranging applications in chem. synthesis.

Angewandte Chemie, International Edition published new progress about Bond activation catalysts (N-C(O) activation). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Category: amides-buliding-blocks.

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

Zhang, Feng published the artcileMetal- and solvent-free synthesis of amides using substitute formamides as an amino source under mild conditions, Name: N-Methylformamide, the main research area is tertiarybutyl arylperoxoate preparation potassium tertiary butoxide mediator amidation; arylamide preparation green chem.

An efficient and practical approach for amide synthesis was described. The reaction was conducted under metal- and solvent-free conditions at a mild temperature (40°) in air and readily available formamides were used as an amino source. This reaction was easily upgraded to the gram level with an excellent yield.

Scientific Reports published new progress about Aromatic 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, Name: N-Methylformamide.

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

Zhang, Feng published the artcileMoS2-Catalyzed transamidation reaction, Synthetic Route of 123-39-7, the main research area is amine amide molybdenum disulfide catalyst transamidation.

The MoS2-catalyzed transamidation reaction with high yields using N,N-dimethylformamide and other amides as carbonyl sources was developed. The protocol was simple, does not required any additive such as acid, base, ligand, etc., and encompassed a broad substrate scope for primary, secondary and heterocyclic amines. Moreover, the acetylation and propanylation of amines also could be achieved with good to excellent yield by this strategy.

Scientific Reports published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Synthetic Route of 123-39-7.

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

Patel, Khushbu P. published the artcileGraphene Oxide: A Metal-Free Carbocatalyst for the Synthesis of Diverse Amides under Solvent-Free Conditions, Recommanded Product: N-Methylformamide, the main research area is amide preparation green chem solventless; amine carboxamide transamidation graphene oxide catalyst.

An environment-friendly, inexpensive, carbocatalyst, graphene oxide (GO) which promoted efficient, metal-free transamidation of various carboxamides RC(O)NH2 (R = Ph, pyridin-2-yl, H, Me, etc.) with aliphatic, cyclic, and aromatic amines NH(R1)(R2) [R1 = H, Ph; R2 = n-Bu, Ph, cyclohexyl, pyridin-2-yl, etc.; R1R2 = -(CH2)4-, -CH2CH2OCH2CH2-] and 2-aminothiophenol is demonstrated. The protocol is equally applicable to phthalimides such as 1H-isoindole-1,3(2H)-dione, 5-methyl-1H-isoindole-1,3(2H)-dione, ureas R3NHC(O)NH2 (R3 = H, Ph), and thioamide determining its adaptability. The oxygenated functionalities such as carbonyl (-C=O), epoxy (-O-), carboxyl (-COOH) and hydroxyl (-OH), present on graphene oxide surface impart acidic properties to the catalyst. The graphene oxide being heterogeneous in nature, work efficiently under solvent-free reaction conditions providing desired products RC(O)N(R1)(R2), I, R1NHC(O)NHR2 in good to excellent yields. The one-pot synthesis of 2,3-dihydro-5H-benzo[b]-1,4-thiazepin-4-one moiety by GO catalyzed Aza Michael addition followed by intramol. transamidation is also described. A plausible reaction mechanistic pathway involving H-bonding is discussed. The graphene oxide can be recycled and reused up to five cycles without much loss in catalytic activity.

Advanced Synthesis & Catalysis published new progress about Amines 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

Baek, Kyung-Youl published the artcileCore-Functionalized Star Polymers by Transition Metal-Catalyzed Living Radical Polymerization. 1. Synthesis and Characterization of Star Polymers with PMMA Arms and Amide Cores, SDS of cas: 10405-38-6, the main research area is star PMMA preparation functionalized divinyl core; microgel divinyl core PMMA star; amide microgel core PMMA star.

A series of microgel core-functionalized star-shaped polymers was synthesized by the polymer linking reaction method in RuCl2(PPh3)3-catalyzed living radical polymerization The synthesis was achieved by the polymer linking reaction method; i.e., functionalized divinyl compounds were added in situ to the solution of linear living poly(MMA)s prepared with the Ru(II)-catalyzed living radical polymerization The functionalized microgel cores thus obtained contained acrylamide and methacrylamide. Also, star polymers with varying densities of the microgel cores were prepared from diacrylamides with various lengths and structures of the spacer, and by changing the relative amounts of MMA (arm length) and divinyl compound (core size) to initiator, a variety of core-functionalized star polymers could be obtained in high yield. These core-functionalized star-shaped polymers have f of 20-640, Mw of 3.3 × 105-1.3 × 107, and Rz of 5-42 nm. These results indicated that the cores carry as many as 440-51,000 amide groups in microgel networks.

Macromolecules published new progress about Radius of gyration. 10405-38-6 belongs to class amides-buliding-blocks, name is N,N’-(Butane-1,4-diyl)diacrylamide, and the molecular formula is C10H16N2O2, SDS of cas: 10405-38-6.

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

Salah, Kennouche published the artcileStereoselective Synthesis of Biheterocycles Containing Indole and 5,6-Dihydropyridin-2(1H)-one or α-methylene-β-butyrolactam Scaffolds, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is biheterocycle containing indole preparation; dihydropyridinone preparation; alpha methylene beta butyrolactam scaffold preparation.

Indium-mediated allylation of N-tert-butanesulfinyl imines derived from indole-2 and 3-carbaldehydes I [R1 = H, Me, Et; R2 = H, 4-Br, 5-OMe, etc.] and II with allylic bromides, proceed with high diastereoselectivity. Homoallylic amide derivatives were transformed into dihydropyridinones, e.g., III and IV, upon successive desulfinylation, N-acylation with acryloyl chloride and ring-closing-metathesis. Desulfinylation of amine ester derivatives obtained when Et 2-(bromomethyl)acrylate was used as the allylating reagent, led to the corresponding α-methylene-β-butyrolactams in modest yields.

ChemistrySelect published new progress about Lactams Role: SPN (Synthetic Preparation), PREP (Preparation). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application of (S)-2-Methylpropane-2-sulfinamide.

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

Liang, Hao published the artcileChiral Arene Ligand as Stereocontroller for Asymmetric C-H Activation, SDS of cas: 343338-28-3, the main research area is chiral arene ruthenium ligand preparation; isoquinolone preparation regioselective enantioselective; amide alkyne carbon hydrogen activation; Asymmetric C−H Activation; Axially Chiral; Chiral Arene Ligand; Ruthenium; [2.2]Paracyclophane.

Development of chiral ligands is the most fundamental task in metal-catalyzed asym. synthesis. In the last 60 years, various kinds of ligands have been sophisticatedly developed. However, it remains a long-standing challenge to develop practically useful chiral η6-arene ligands, thereby seriously hampering the asym. synthesis promoted by arene-metal catalysts. Herein, the design and synthesis of a class of readily tunable, C2-sym. chiral arene ligands derived from [2.2]paracyclophane is reported. Its ruthenium(II) complexes have been prepared and successfully applied in the enantioselective C-H activation to afford a series of axially chiral isoquinolones (up to 99% yield and 96% ee). This study not only lays chemists’ longstanding doubts about whether it is possible to use chiral arene ligands to stereocontrol ruthenium(II)-catalyzed asym. C-H activation, but also opens up a new avenue to achieve asym. C-H activation.

Angewandte Chemie, International Edition published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, SDS of cas: 343338-28-3.

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

Zhu, Bo-Han published the artcileHighly Site-Selective Oxidative Cyclization of Ene-ynamides via Non-Noble-Metal Catalysis: Access to Functionalized Lactams, Category: amides-buliding-blocks, the main research area is lactam preparation diastereoselective regioselective mechanism; chiral lactam preparation diastereoselective regioselective enantioselective mechanism; ene ynamide tandem oxidative cyclization non noble metal catalyst.

Herein, an unprecedented non-noble-metal-catalyzed oxidation/cyclization of ene-ynamides, e.g., R1CCN(R)CH(R2)C(R3):C(Me)R4 (R = Ms, Ts, Bs, benzenesulfonyl; R1 = Ph, 4-chlorophenyl, thiophen-2- yl, etc.; R2 = H, Et, allyl, prop-2-yn-1-yl; R3 = H, Me; R4 = Me, Ph), is developed, allowing the synthesis of diversely functionalized lactams, e.g., I and II, in moderate to good yields with excellent diastereoselectivities without the observation of typical cyclopropanation products. In combination with Ellman′s tert-butylsulfinimine chem., chiral γ-lactams containing three contiguous stereocenters are obtained with high diastereo- and enantioselectivity. Moreover, d. functional theory (DFT) calculations indicate that this protocol probably undergoes a carbon cation or proton transfer process.

Organic Letters published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Category: amides-buliding-blocks.

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

Liu, Jianjian published the artcileChalcogen bond-guided conformational isomerization enables catalytic dynamic kinetic resolution of sulfoxides, Related Products of amides-buliding-blocks, the main research area is chiral sulfoxide preparation enantioselective regioselective; sulfinyl dibenzaldehyde alc esterification.

Conformational isomerization can be guided by weak interactions such as chalcogen bonding (ChB) interactions. Here authors report a catalytic strategy for asym. access to chiral sulfoxides by employing conformational isomerization and chalcogen bonding interactions. The reaction involves a sulfoxide bearing two aldehyde moieties as the substrate that, according to structural anal. and DFT calculations, exists as a racemic mixture due to the presence of an intramol. chalcogen bond. This chalcogen bond formed between aldehyde (oxygen atom) and sulfoxide (sulfur atom), induces a conformational locking effect, thus making the sym. sulfoxide as a racemate. In the presence of N-heterocyclic carbene (NHC) as catalyst, the aldehyde moiety activated by the chalcogen bond selectively reacts with an alc. to afford the corresponding chiral sulfoxide products with excellent optical purities. This reaction involves a dynamic kinetic resolution (DKR) process enabled by conformational locking and facile isomerization by chalcogen bonding interactions.

Nature Communications published new progress about Alcohols 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, Related Products of amides-buliding-blocks.

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