Month: November 2022

Li, Guozhu published the artcileIntroducing the Chiral Transient Directing Group Strategy to Rhodium(III)-Catalyzed Asymmetric C-H Activation, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is phthalide preparation chemoselective regioselective enantioselective; aldehyde CH activation chiral amine catalyst achiral rhodium; C−H activation; asymmetric catalysis; chiral transient directing group; phthalide; rhodium(III).

The chiral transient directing group (TDG) strategy was successfully introduced to the rhodium(III)-catalyzed asym. C-H activation. In the presence of a catalytic amount of a chiral amine and an achiral rhodium catalyst, various chiral phthalides such as I [R1 = H, 5-Me, 4,6-di-MeO, etc.; R2 = H, 2-F, 3,5-di-CF3, etc.] were synthesized from simple aldehydes with high chemoselectivity, regioselectivity and enantioselectivity (53 examples, up to 73% yield and >99% ee). It was noteworthy that the chiral induction model was different from the previously reported chiral TDG system using amino acid derivatives and palladium salts. The imino group generated in situ from chiral amine and aldehyde acted as the monodentate TDG to promote the C-H activation, stereoselectively generating the chiral rhodacycle bearing a chiral metal center. Moreover, the stereogenic center of the product was created and stereocontrolled during the Grignard-type addition of the C-Rh bond to aldehyde, rather than during the C-H activation step.

Chemistry – A European Journal 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, Application of (S)-2-Methylpropane-2-sulfinamide.

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

Wang, Lu published the artcileDirect C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis, Synthetic Route of 123-39-7, the main research area is aldehyde direct arylation photocatalyzed hydrogen atom transfer palladium catalysis.

Herein, we report that merging palladium catalysis with hydrogen atom transfer (HAT) photocatalysis enabled direct arylations and alkenylations of aldehyde C-H bonds, facilitating visible light-catalyzed construction of a variety of ketones. Tetrabutylammonium decatungstate and anthraquinone were found to act as synergistic HAT photocatalysts. D. functional theory calculations suggested a Pd0-PdII-PdIII-PdI-Pd0 pathway and revealed that regeneration of the Pd0 catalyst and the photocatalyst occurs simultaneously in the presence of KHCO3. This regeneration features a low energy barrier, promoting efficient coupling of the palladium catalytic cycle with the photocatalytic cycle. The work reported herein suggests great promise for further applications of HAT photocatalysis in palladium-catalyzed cross-coupling and C-H functionalization reactions to be successful.

ACS Catalysis 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, Synthetic Route of 123-39-7.

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

Proietti, Giampiero published the artcileAccessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary, Product Details of C4H11NOS, the main research area is perfluoroaryl sulfonimidamide photochem preparation; perfluorinated azide sulfinamide photochem coupling; sulfoximine perfluoroaryl photochem preparation; sulfoxide perfluorinated azide photochem coupling.

A light-promoted generation of perfluorinated aromatic nitrenes, from perfluorinated azides, that subsequently were allowed to react with sulfinamides and sulfoxides, generating achiral and chiral sulfonimidamides (SIAs) and sulfoximines (SOIs). One of enantiopure SIAs was evaluated as a novel chiral auxiliary in Grignard additions to imines yielding product in up to 96:4 diastereomeric ratio.

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, Product Details of C4H11NOS.

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

Wei, Kai published the artcileSynthesis of Highly Functionalized Pyridines: A Metal-Free Cascade Process, HPLC of Formula: 343338-28-3, the main research area is dimethyl dioxinopyridinone preparation; tert butanesulfinamide aldehyde dioxinone tandem; Pummerer rearrangement aza Prins cyclization aromatization.

Herein, a new process for the synthesis of highly functionalized pyridines I (R = c-Bu, 4-ClC6H4, 3-furyl, etc.; R1 = H, Et, Ph, allyl) based on a tandem Pummerer-type rearrangement, aza-Prins cyclization, and elimination-induced aromatization is reported. This formal [5+1] cyclization provides pyridines in good yields with easily accessible starting materials. The synthetic potential of this new method is further demonstrated in the modification of the frameworks of BINOL and some natural products.

Organic Letters 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, HPLC of Formula: 343338-28-3.

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

Appa, Rama Moorthy published the artcileFirst sonochemical, simple and solvent-free synthesis of chiral tert-butanesulfinimines using silica supported p-toluenesulfonic acid, COA of Formula: C4H11NOS, the main research area is tertiary butanesulfinamide aldehyde silica support toluenesulfonic acid sonochem synthesis; butanesulfinimine tertiary preparation green chem.

A solvent-free, versatile procedure was developed for the effective synthesis of tert-butanesulfinylimines of a variety of aldehydes using chiral tert-butanesulfinamides under green, sonochem. conditions. This method utilizes silica supported p-toluenesulfonic acid (pTSA·SiO2) as an efficient, safer and inexpensive catalyst under aerobic conditions. The practicable simplicity, easy preparation of the catalyst from readily available substances, high substrate scope, excellent yields of products in short reaction times and environmentally benign (solvent-free sonochem.) conditions were the exceptional assets of this finding.

Synthetic Communications 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, COA of Formula: C4H11NOS.

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

Li, Rui published the artcileCarbon-Sulfur Bond Formation: Tandem Process for the Synthesis of Functionalized Isothiazoles, Related Products of amides-buliding-blocks, the main research area is isothiazole preparation; aldehyde tert butanesulfinamide acetic anhydride tandem reaction.

In this paper, a new process for the construction of 3,4,5-substituted isothiazoles via reaction cascades including Pummerer-like rearrangement, nucleophilic condensation, and sulfenamide cyclization followed by concomitant elimination and dehydration under mild reaction conditions is reported. This process provides isothiazoles bearing fluorine and other functional groups in good to excellent yields from readily available starting materials.

Organic Letters 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, Related Products of amides-buliding-blocks.

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

Wang, Runping published the artcileO2-Assisted Four-Component Reaction of Vinyl Magnesium Bromide with Chiral N-tert-Butanesulfinyl Imines To Form syn-1,3-Amino Alcohols, Synthetic Route of 343338-28-3, the main research area is syn aminoalc preparation diastereoselective; vinyl magnesium bromide tert butanesulfinyl imine four component oxygen; 1,3-amino alcohol; N-tert-butanesulfinyl imines; multi-component reaction; oxygenation; vinyl magnesium bromide.

An O2-assisted, four-component reaction has been developed to synthesize a wide range of syn-1,3-amino alcs. in one step. The reaction proceeds by oxygenation of vinyl magnesium bromide (component-I) with O2 (component-II) to give a magnesium enolate of acetaldehyde, which undergoes addition to a chiral N-tert-butanesulfinyl imine (component-III) followed by a sequential addition with excess vinyl magnesium bromide (component-IV). The approach allows diastereoselective synthesis of anti/syn- and syn/syn-3-amino-1,5-diols in good yields with high diastereoselectivity. The method was illustrated in an efficient, four-step synthesis of piperidine alkaloid (-)-2′-epi-ethylnorlobelol.

Angewandte Chemie, International Edition 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, Synthetic Route of 343338-28-3.

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

Zhang, Guoqi published the artcileRedox-Noninnocent Ligand-Supported Vanadium Catalysts for the Chemoselective Reduction of C=X (X = O, N) Functionalities, Computed Properties of 7465-88-5, the main research area is vanadium ligand catalyst reduction ketone aldehyde imine ester carboxamide.

Catalysis is the second largest application for V after its use as an additive to improve steel production Mol. complexes of vanadium(V) are particularly useful and efficient catalysts for oxidation processes; however, their ability to catalyze reductive transformations has yet to be fully explored. Here the authors report the first examples of polar organic functionality reduction mediated by V. Open-shell VIII complexes that feature a π-radical monoanionic 2,2′:6′,2”-terpyridine ligand (Rtpy•)- functionalized at the 4′-position (R = (CH3)3SiCH2, Ph) catalyze mild and chemoselective hydroboration and hydrosilylation of functionalized ketones, aldehydes, imines, esters, and carboxamides with turnover numbers (TONs) of up to ∼1000 and turnover frequencies (TOFs) of up to ∼500 h-1. Computational evaluation of the precatalyst synthesis and activation revealed underappreciated complexity associated with the redox-active tpy chelate.

Journal of the American Chemical Society 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, Computed Properties of 7465-88-5.

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

Zhang, Xiangyu published the artcileDirect synthesis of quinazolinones via the carbon-supported acid-catalyzed cascade reaction of isatoic anhydrides with amides and aldehydes, Related Products of amides-buliding-blocks, the main research area is dihydroquinazoline preparation; quinazolinone preparation green chem phenylsilane selective hydrosilylation ruthenium catalyst; benzoxazindione amide aldehyde amidation cyclization tandem acid catalyst recycling.

A novel catalytic system is reported for the construction of quinazolinones I (R1 = H, 7-Me, 6-OMe, etc.; R2 = Me, Et, cyclopropyl; R3 = Ph, pyridin-3-yl, cyclohexyl, etc.) via the carbon-supported acid-catalyzed cascade coupling of isatoic anhydrides II with amides R2NHCHO and aldehydes R3CHO. Subsequent selective hydrosilylation of the quinazolinones I using a hydrogen-transfer strategy was also explored to provide dihydroquinazolines III with structural diversity. The developed methodol. proceeds with a broad substrate scope and excellent functional group tolerance and utilizes a reusable catalyst and air as a green oxidant.

Tetrahedron 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, Related Products of amides-buliding-blocks.

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

Xiong, Ni published the artcileMild Amide Synthesis Using Nitrobenzene under Neutral Conditions, Related Products of amides-buliding-blocks, the main research area is aryl aldehyde nitroarene iron catalyst photochem amidation; aryalkyl alc nitroarene iron catalyst photochem amidation; diaryl amide preparation.

In this report, a mild protocol for amide formation using the readily available nitroarenes as nitrogen sources and an inexpensive iron complex as a catalyst was described. Because of the use of the pH-neutral conditions and the avoidance of the strong oxidant or reductant, a wide range of aromatic and aliphatic aldehydes as well as nitroarenes with various functional groups could be tolerated well. A plausible mechanism was proposed based on the detailed studies, in which iron catalyst initiates the radical process and the solvent plays a key role as O-atom acceptor.

Organic Letters 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