Month: November 2022

Li, Dong-Sheng published the artcileStop-Flow Microtubing Reactor-Assisted Visible Light-Induced Hydrogen-Evolution Cross Coupling of Heteroarenes with C(sp3)-H Bonds, Related Products of amides-buliding-blocks, the main research area is alkyl heteroarene preparation; heteroarene alkane photochem hydrogen evolution cross coupling.

Herein, assisted by stop-flow microtubing reactors, an operationally simple protocol for the visible light-induced hydrogen-evolution cross coupling of heteroarenes Ar-H (Ar = 4-methylquinolin-2-yl, phenanthridin-6-yl, 1,3-benzothiazol-2-yl, etc.) with unactivated C(sp3)-H bonds was developed in a metal- and external oxidant-free manner. A wide range of alkylated heteroarenes ArR1 (R1 = oxan-2-yl, Me, (1R,4S)-bicyclo[2.2.1]heptan-2-yl, etc.) was generated with common feedstock chems., including ethane. Mechanistic studies indicated that photoredox-induced hydrogen atom transfer processes followed by dehydrogenative rearomatization delivered the desired coupling products. The merits of this strategy were further demonstrated by the late-stage functionalization of various complex bioactive mols.

ACS Catalysis published new progress about Alkanes 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

Long, Lipeng published the artcileHypervalent iodine(III) promoted tandem reaction of o-fluoroanilines with formamides to construct 2-aminobenzoxazoles, Synthetic Route of 123-39-7, the main research area is aminobenzoxazole preparation; fluoroaniline formamide tandem reaction hypervalent iodine.

A simple and practical synthesis of 2-aminobenzoxazoles I (R = H, Br, F, etc; R1 = H, Cl, COOMe, etc; R2 = R3 = H, Et, Ph, -(CH2)2O(CH2)2-, etc; R4 = H, I, CF3, etc; R5 = Cl, Br, Me, etc;) has been developed from com. available o-fluoroanilines 2-R-3-R1-4-R4-5-R5C6(F)NH2, and formamides HC(O)N(R2)(R3). This process can be performed in the absence of metal catalysts with high levels of functional group tolerance. Hypervalent iodine(III) was both an oxidant and a Lewis acid for this reaction. A variety of substituents can be introduced into each position of the benzoxazole backbone (C-4 to C-7), providing handles for further elaboration.

Organic Chemistry Frontiers published new progress about Anilines 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

Song, Wangze published the artcileVisible Light-Induced Amide Bond Formation, Category: amides-buliding-blocks, the main research area is amide preparation green chem; thioacid aniline amide bond formation photoredox catalyst.

A metal-, base-, and additive-free amide bond formation reaction was developed under an organic photoredox catalyst. This green approach showed excellent functional selectivity without affecting other functional groups such as alcs., phenols, ethers, esters, halogens, or heterocycles. This method featured a broad substrate scope, good compatibility with water and air, and high yields (Category: amides-buliding-blocks.

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

Bruffaerts, Jeffrey published the artcileFormamides as Isocyanate Surrogates: A Mechanistically Driven Approach to the Development of Atom-Efficient, Selective Catalytic Syntheses of Ureas, Carbamates, and Heterocycles, Recommanded Product: N-Methylformamide, the main research area is amine formamide ruthenium pincer complex catalyst dehydrogenative coupling DFT; urea green preparation; alc formamide ruthenium pincer complex catalyst dehydrogenative coupling DFT; carbamate green preparation; aminoalc formamide ruthenium pincer complex catalyst dehydrogenative coupling tandem; nitrogen heterocycle green preparation.

Despite the hazardous nature of isocyanates, they remain key building blocks in bulk and fine chem. synthesis. By surrogating them with less potent and readily available formamide precursors, we herein demonstrate an alternative, mechanistic approach to selectively access a broad range of ureas, carbamates, and heterocycles via ruthenium-based pincer complex catalyzed acceptorless dehydrogenative coupling reactions. The design of these highly atom-efficient procedures was driven by the identification and characterization of the relevant organometallic complexes, uniquely exhibiting the trapping of an isocyanate intermediate. D. functional theory (DFT) calculations further contributed to shed light on the remarkably orchestrated chain of catalytic events, involving metal-ligand cooperation.

Journal of the American Chemical Society published new progress about Alcohols 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

Xi, Xiaomei published the artcileIridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology, Formula: C4H11NOS, the main research area is aralkyl alc tertiarybutyl sulfinamide iridium catalyst diastereoselective amination; tertbutyl aralkylsulfinamide preparation green chem.

An iridium-catalyzed diastereoselective amination of alcs. with chiral tert-butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. The removal of the sulfinyl group from sulfonamides allowed a facile access to a wide range of α-chiral primary amines. This synthetic strategy was further applied in the synthesis of the marketed pharmaceuticals (S)-rivastigmine and NPS R-568.

Organic & Biomolecular Chemistry 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, Formula: C4H11NOS.

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

Xu, Pin published the artcileScalable Photoelectrochemical Dehydrogenative Cross-Coupling of Heteroarenes with Aliphatic C-H Bonds, HPLC of Formula: 123-39-7, the main research area is heteroarene photoelectrochem dehydrogenative radical cross coupling light; alkylated heteroarene preparation; C−H functionalization; electrochemistry; heterocycles; photoelectrochemistry; radical reactions.

Heteroarenes are structural motifs found in many bioactive compounds and functional materials. Dehydrogenative cross-coupling of heteroarenes with aliphatic C-H bonds provides straightforward access to functionalized heteroarenes from readily available materials. Established methods employ stoichiometric chem. oxidants under conditions of heating or light irradiation By merging electrochem. and photochem., we have achieved efficient photoelectrochem. dehydrogenative cross-coupling of heteroarenes and C(sp3)-H donors through H2 evolution, without the addition of metal catalysts or chem. oxidants. Mechanistically, the C(sp3)-H donor is converted to a nucleophilic carbon radical through H-atom transfer with chlorine atom, which is produced by light irradiation of anodically generated Cl2 from Cl-. The carbon radical then undergoes radical substitution to the heteroarene to afford alkylated heteroarene products.

Angewandte Chemie, International Edition published new progress about Alcohols 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, HPLC of Formula: 123-39-7.

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

Antonsen, Simen Gjelseth published the artcileAtmospheric Chemistry of Methyl Isocyanide-An Experimental and Theoretical Study, HPLC of Formula: 123-39-7, the main research area is methyl isocyanide atm chem exptl theor assessment; reaction kinetics methyl isocyanide atm reaction hydroxyl radical.

The reaction of Me isocyanide (CH3NC) with OH- was examined in smog chamber experimentsusing proton transfer reaction/time of flight mass spectrometry and long-path Fourier transform IR detection. The rate coefficient was determined to be kCH3NC+OH = (7.9 ± 0.6) x 10-11 cm3/mol.-s at 298 ± 3° K and 1013 ± 10 hPa; CH3NC was the sole observed reaction product. Exptl. results were supported by CCSD(T*)-F12a/aug-cc-pVTZ//M06-2X/aug-cc-pVTZ quantum chem. calculations which showed the reaction proceeded primarily via electrophilic addition to the isocyanide carbon atom. Based on quantum chem. data, kinetics of the OH- reaction, simulated using a master equation model, showed the rate coefficient was nearly independent of pressure at tropospheric conditions and had a neg. temperature dependence with kOH = 4.2 x 10-11 cm3/mol.-s at 298° K. Addnl. quantum chem. calculations for CH3NC reactions with O3 and NO3 showed these reactions are of little importance for atm. conditions. The atm. fate of CH3NC is also discussed.

Journal of Physical Chemistry A published new progress about Air (Me isocyanide atm. fate experiments using synthetic). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, HPLC of Formula: 123-39-7.

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

Li, Zhenghua published the artcileCO2 Activation by Lewis Pairs Generated Under Copper Catalysis Enables Difunctionalization of Imines, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is carbamate boronate complex preparation spirocyclic carbon dioxide activation imine; copper NHC catalyst carbon dioxide activation boronate imine; frustrated Lewis pair activation carbon dioxide imine preparation carbamate; crystal structure spirocyclic carbamate boronate complex; mol structure spirocyclic carbamate boronate complex.

Spirocyclic carbamatoboronates I·Li (3a-3as; Ar = Ph, substituted Ph, C6F5, naphthyl, pyridyl, furyl, dibenzofuranyl, thienyl, pyrrolyl, pyridoimidazolyl, Fc; R = Ph, substituted Ph, C6F5, benzimidazolyl, Ts, Ph2PO, Boc, TMS) were prepared by reaction of imines ArCH:NR with CO2 and B2(pin)2 catalyzed by copper NHC complexes, such as [(SIMes)CuCl] with subsequent cation metathesis with LiOtBu. Integration of distinct substrate activation modes in a catalytic circle is critical for the development of new, powerful synthetic methodologies toward complex and value-added chems. from simple and readily available feedstocks. Here, we describe a highly selective difunctionalization of imines through incorporation of activation of CO2 by intramol. N/B Lewis pairs into a copper catalytic cycle. Exptl. and computational studies on the mechanistic aspect revealed an α-borylalkylamido intermediate, a metal amide-based Lewis pair formed by borylation of a C-N double bond, and enabled an unprecedented CO2 fixation pattern that is in sharp contrast to the traditional CO2 insertion into transition-metal-element bonds. The unique lithium cyclic boracarbamate products could be easily transformed into multifunctional N-carboxylated α-amino boronates. The highly diastereoselective reactions of chiral N-tert-butanesulfinyl aldimines were also achieved. We hope that our findings may inspire further development of selective multicomponent reactions by incorporation of Lewis pair chem. into transition-metal catalysis.

Journal of the American Chemical Society published new progress about Aldimines 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

Krishna, Anugam V. published the artcileThe seven-step, one-pot regioselective synthesis of biologically important 3-aryllawsones: scope and applications, Related Products of amides-buliding-blocks, the main research area is aryllawsone Hooker oxidation; hydroxy aryl methylnaphthalenedione regioselective preparation; thiophenol aryllawsonetriflate thia Michael reaction; phenylthio arylnaphthalenedione regioselective preparation; aryllawsonetriflate reductive detriflation reaction; arylnaphthalenedione preparation.

Various 3-aryllawsones were synthesized with high regioselectivity from simple lawsone and aldehydes in a seven-step double-cascade one-pot reaction through the combination of organocatalytic Ramachary reductive coupling and Hooker oxidation reactions. The com. availability of the starting materials, diverse substrate scope, possibility of a one- or two-pot approach, regioselectivity of alkyl transfer (with mechanistic proof provided via X-ray crystal structure anal.), and numerous medicinal applications of 3-aryllawsones were the key attractions of this work.

Organic & Biomolecular 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, Related Products of amides-buliding-blocks.

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

Lahosa, Alejandro published the artcileEnantiodivergent Approach to the Synthesis of Cis-2,6-Disubstituted Piperidin-4-ones, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is aldehyde tert butanesulfinyl imine keto acid diastereoselective decarboxylative Mannich; amino ketone stereoselective preparation; disubstituted piperidinone stereoselective preparation; alkaloid 241D preparation; epimyrtine preparation; lasubine II preparation.

Enantiopure β-amino ketone derivatives were synthesized by decarboxylative Mannich reaction of chiral N-tert-butanesulfinyl imines with β-keto acids and were subsequently transformed into cis-2,6-disubstituted piperidin-4-ones through an organocatalyzed condensation with aldehydes. Both enantiomers were accessible from the same precursors by inverting the order in the reaction sequence of the aldehydes involved in the imine formation and the intramol. Mannich condensation. The synthesis of the piperidine alkaloids (+)-241D, (-)-epimyrtine, and (-)-lasubine II demonstrated the utility of this methodol.

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, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

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