Month: November 2022

Dawood, Rafid S. published the artcileStereodivergent Total Syntheses of (+)-Monomorine I and (+)-Indolizidine 195B, Formula: C4H11NOS, the main research area is indolizidine alkaloid preparation diastereoselective enantioselective; monomorine alkaloid preparation diastereoselective enantioselective.

A simple and efficient stereoselective total synthesis of two natural products (+)-monomorine I and (+)-indolizidine 195B in high yields starting from a readily available alc. is described. The key step in this synthetic route exploits the judicious use of solvent to enable a closed or open transition state in a nucleophilic addition of Grignard reagent to sulfinimine, giving selective access to two distinct diastereomers required for the formation of the two target natural products.

European Journal of Organic Chemistry published new progress about Alkaloids 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, Formula: C4H11NOS.

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

Chen, Wen published the artcileStructure units oriented approach towards collective synthesis of sarpagine-ajmaline-koumine type alkaloids, Product Details of C4H11NOS, the main research area is sarpagine ajmaline koumine alkaloid preparation.

A unified approach towards the asym. synthesis of three types of alkaloids, leading to a collective synthesis of 14 natural alkaloids is reported. Among them, akuammidine, 19-Z-akuammidine, vincamedine, vincarine, quebrachidine, vincamajine, alstiphyllanine J, and dihydrokoumine were accomplished for the first time. Features of this synthesis are a new Mannich-type cyclization to construct the key indole-fused azabicyclo[3.3.1]nonane common intermediate, an SmI2-mediated coupling to fuse the aza-bridged E-ring, stereoselective olefinations to install either the 19-E or 19-Z terminal alkenes presented in the natural alkaloids, and an efficient iodo-induced cyclization to establish the two vicinal all-carbon quaternary centers in the koumine-type alkaloids.

Nature Communications published new progress about Alkaloids 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, Product Details of C4H11NOS.

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

Shen, Xianfu published the artcileCopper(I)-Catalyzed Cascade Cyclization to the Total Synthesis of Hexahydropyrroloindole Alkaloids: Flustramine B and Debromoflustramine B, Safety of (S)-2-Methylpropane-2-sulfinamide, the main research area is oxindole copper catalyst cascade cyclization one pot; hexahydropyrroleindole alkaloid preparation.

The total synthesis of two bioactive hexahydropyrroloindole (HPI) alkaloids beared a C3a tetrasubstituted stereocenters substituted by isopentenyl. This route was based on Cu-catalyzed cascade arylation-alkylation sequence in one-pot as a key step, provided Flustramine B and Debromoflustramine B with 9 steps in 37.6% and 31.1% overall yields, resp.

ChemistrySelect published new progress about Alkaloids 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, Safety of (S)-2-Methylpropane-2-sulfinamide.

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

Karthik, Shanmugam published the artcileA Straightforward Metal-Free and Mild Base Promoted Amidation and Transesterification via Acyl C-O bond Cleavage-An Expedite Synthesis of Aromatic Amides and Esters, Related Products of amides-buliding-blocks, the main research area is aryl ester amine potassium carbonate promotor amidation; arylamide preparation; aromatic alc aryl ester potassium carbonate promotor transesterification; ester aromatic preparation.

A straight-forward and practical metal-free amidation and transesterification of esters were exemplified in this protocol. This strategic reaction features mild bases and devoid of additives at a reasonable temperature (55°). The wide range of amines including aromatic amines, was successfully subjected to amidation that supplements the scope exploration. Likewise, various transesterification products from alcs. were realized under this optimized condition.

ChemistrySelect published new progress about Acid chlorides 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

Ma, Peng-Ju published the artcileAddition-Rearrangement of Ketenes with Lithium N-tert-Butanesulfinamides: Enantioselective Synthesis of α,α-Disubstituted α-Hydroxycarboxylic Acid Derivatives, Synthetic Route of 343338-28-3, the main research area is hydroxycarboxamide enantioselective preparation; nonracemic sulfonamide lithiation stereoselective addition ketene rearrangement; tandem stereoselective addition sulfinamide ketene rearrangement.

Addition of the lithium salts of nonracemic sulfinamides such as I (generated in situ) to ketenes such as PhEtC:C:O (either prepared or generated in situ from the corresponding acyl chlorides) followed by Mislow-Evans [2,3]-sigmatropic rearrangement yielded sulfenates of α-hydroxycarboxamides such as II; the absolute stereochem. of the sulfinamide was transferred to the new stereocenter with high fidelity.

Organic Letters published new progress about Acid chlorides 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

Kwiatkowska, Magdalena published the artcileThe self-disproportionation of enantiomers (SDE) via column chromatography of β-amino-α,α-difluorophosphonic acid derivatives, COA of Formula: C4H11NOS, the main research area is aminophosphonic acid ester synthesis self disproportionation enantiomer column chromatog; acetylated benzyloxycarbonyl dipeptide amine SDEvC aminophosphonic acid; hydrogen bond dimer chirality; Achiral chromatography; Amino acids and derivatives; Enantioenrichment/-depletion; Molecular chirality; Self-disproportionation of enantiomers (SDE).

This work presents the first study of the self-disproportionation of enantiomers via chromatog. (SDEvC) of β-aminophosphonic acid esters, several of which have been synthesized for the first time. Three types of structures were examined, N-acetylated, dipeptide construction with N-Cbz (Cbz = benzyloxycarbonyl) glycine, and a free amine. In the latter case, this is the first time that SDEvC has been reported for free amine amino acids. In all the three types of structures, significant SDE magnitudes (Δee’s up to 55%) were exhibited underscoring the ubiquitous nature of the SDE phenomenon. Chem. models of homo- vs. heterochiral intermol. interactions are proposed to rationalize the SDE magnitude differences amongst these new β-aminophosphonic acid derivatives In addition, the incorporation of addnl., competing binding modes to a mol., was found to lead to a reduction of the SDE magnitude by shifting the intermol. binding away from the stereogenic center and/or by leading to a convoluted binding system that disrupts the structured and relatively stable assemblies that give rise to the SDE.

Amino Acids published new progress about Acid chlorides 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

Vala, Manoj Kumar published the artcileThe synthesis of phenyl carbamates catalyzed by iron(II) bromide: An oxidative approach for cross-coupling of phenols with formamides, Application In Synthesis of 123-39-7, the main research area is phenyl carbamate preparation green chem; phenol formamide cross coupling iron bromide catalyst.

The carbamate group is a key structural motif in many approved drugs and pro-drugs. There is increasing use of carbamates in the medicinal chem. and agrochem. industry. The authors present reagents and chem. methodologies for the synthesis of carbamates and recent applications. The direct coupling of simple phenols with mono- and di-alkyl formamides provided the phenylcarbamate products.

Synthetic Communications published new progress about Carbamates 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, Application In Synthesis of 123-39-7.

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

Zhi, Peng published the artcileVilsmeier-Haack reagent mediated synthetic transformations with an immobilized iridium complex photoredox catalyst, Name: 4-Methoxy-N-phenylbenzamide, the main research area is immobilized iridium complex photocatalyst Vilsmeier Haack reagent in situ; amide synthesis Vilsmeier Haack reagent in situ photoredox catalyst; nitrile synthesis Vilsmeier Haack reagent in situ photoredox catalyst; anhydride synthesis Vilsmeier Haack reagent in situ photoredox catalyst.

An immobilized iridium complex photocatalyst Ir(ppy)2(PDVB-py) was synthesized by immobilization of the iridium complex onto the nanoporous vinylpyridine-divinylbenzene copolymer (PDVB-py). Its application for the synthesis of amides, nitriles, and anhydrides was reported via reactions under the action of the visible-light-driven in situ generated Vilsmeier-Haack reagent from CBr4 in DMF. The results showed that this heterogeneous photocatalyst has extremely high activity and excellent stability to be recycled five times.

New Journal of Chemistry published new progress about Acetamides 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, Name: 4-Methoxy-N-phenylbenzamide.

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

Joseph, Devaneyan published the artcileReaction of Amide and Sodium Azide for the Synthesis of Acyl Azide, Urea, and Iminophosphorane, Product Details of C14H13NO2, the main research area is acyl azide sym aromatic urea iminophosphorane preparation; amide sodium azide phosphine substitution Curtius rearrangement.

Amides reacted with NaN3 to give the acyl azides in DMF at 25°C and produce the sym. ureas in THF/H2O at 80°C via the sequential reaction of acyl substitution and Curtius rearrangement. All acyl azides were also obtained from the secondary amides via sequential reaction of p-toluenesulfonyl chloride and NaN3. In addition, keto-stabilized iminophosphoranes were prepared from a one-pot reaction of amides, NaN3, and phosphines.

Organic Letters published new progress about Acyl azides 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

Fan, Pei published the artcileNickel/Photo-Cocatalyzed C(sp2)-H Allylation of Aldehydes and Formamides, Formula: C2H5NO, the main research area is unsaturated ketone amide preparation stereoselective; aldehyde formamide allyl acetate alc allylation nickel photocatalyst.

Herein, a nickel/photo-cocatalyzed C(sp2)-H allylation of aldehydes and formamides wherein both allyl acetates and allyl alcs. can be used as the allylating agents is reported. In this reaction, radical-type umpolung of the formyl moiety is enabled by tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst, whereas nickel serves to cleave the C-O bond of allyl acetates or allyl alcs. The synergistic effect of these two catalysts provides new access to various β,γ-unsaturated ketones and amides with high selectivities.

Organic Letters published new progress about Acetates Role: RCT (Reactant), RACT (Reactant or Reagent) (allyl). 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