Category: amides-buliding-blocks

Tan, Tong-De published the artcileCopper-Catalyzed Cascade Cyclization of Indolyl Homopropargyl Amides: Stereospecific Construction of Bridged Aza-[n.2.1] Skeletons, SDS of cas: 343338-28-3, the main research area is copper catalyzed cascade cyclization indolyl homopropargyl amide; stereospecific synthesis bridged azabicycle; copper; cyclizations; heterocycles; stereoselectivity; synthetic methods.

Catalytic cycloisomerization-initiated cascade cyclizations of terminal alkynes have received tremendous interest, and been widely used in the facile synthesis of a diverse array of valuable complex heterocycles. However, these tandem reactions have been mostly limited to noble-metal catalysis, and are initiated by an exo-cyclization pathway. Reported herein is an unprecedented copper-catalyzed endo-cyclization-initiated tandem reaction of indolyl homopropargyl amides, where copper catalyzes both the hydroamination and Friedel-Crafts alkylation process [e.g., I �II (85%)]. This method allows the practical and atom-economical synthesis of valuable bridged aza-[n.2.1] skeletons (n=3-6) with wide substrate scope, and excellent diastereoselectivity and enantioselectivity by a chirality-transfer strategy. Moreover, the mechanistic rationale for this novel cascade cyclization is also strongly supported by control experiments, and is distinctively different from the related gold catalysis.

Angewandte Chemie, International Edition published new progress about Cyclization catalysts, stereoselective. 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

Doler, Carina published the artcileStereoselective synthesis of chiral thiol-containing 1,2-aminoalcohols via SmI2-mediated coupling, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is aminohydroxythiol preparation enantioselective diastereoselective; aldehyde sulfinylimine reductive coupling samarium diiodide catalyst.

The stereoselective synthesis of highly functionalized aminohydroxythiols I (R = tert-Bu, iso-Pr, iso-Bu, benzyl; R1 = tritylthiomethyl, 2-(tritylthio)ethan-1-yl; R2 = H; R1R2 = -CH2SCH(Ph)-, -C(CH3)2SCH(Ph)-) represents a synthetic challenge as the oxidation sensitivity and coordinating property of the thiol group interferes with many established synthetic methods. The SmI2/LiBr-mediated reductive coupling between Ellman N-sulfinylimines, containing thiol groups protected either as trityl thioether or dihydrothiazolidine R1[NBoc (R2)]CHCH=NS(O)C(CH3)3, and aldehydes RCHO enables the synthesis of chiral aminohydroxythiols I in high enantio- and diastereoselectivity. The scope of this reaction has been established for eighteen examples and applied for the synthesis of intermediate A [(7S,8R)-7,8-diamino-6-hydroxy-9-mercaptononanoate] needed for a biosynthesis study.

Tetrahedron published new progress about Amino alcohols, chiral 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, Application of (S)-2-Methylpropane-2-sulfinamide.

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

Rowan, Andrew S. published the artcilePreparative access to medicinal chemistry related chiral alcohols using carbonyl reductase technology, Synthetic Route of 35203-88-4, the main research area is carbonyl reductase chiral alc stereoselective reduction.

Libraries of highly enantioenriched secondary alcs. in both enantiomeric forms were synthesized by enzymic reduction of their parent ketones using selectAZyme carbonyl reductase (CRED) technol. Com. available CREDs were able to reduce a range of substrate classes efficiently and with very high enantioselectivity. Matching substrate classes to small subsets of CREDs enabled the fast development of preparative bioredns. and the rapid generation of 100-1500 mg samples of chiral alcs. in typically >95% ee and the majority in �9.0% ee. The conditions for small scale synthesis were then scaled up to 0.5 kg to deliver one of the chiral alcs., (S)-1-(4-bromophenyl)-2-chloroethanol, in 99.8% ee and 91% isolated yield.

Tetrahedron: Asymmetry published new progress about Enantioselective synthesis. 35203-88-4 belongs to class amides-buliding-blocks, name is 3-Acetylbenzenesulfonamide, and the molecular formula is C8H9NO3S, Synthetic Route of 35203-88-4.

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

Yang, Dahyeon published the artcileNickel/briphos-catalyzed transamidation of unactivated tertiary amides, Recommanded Product: 4-Methoxy-N-phenylbenzamide, the main research area is tertiary amide transamidation primary amine nickel briphos catalyst.

The transamidation of tertiary amides was achieved via nickel catalysis in combination with briphos ligands. N-Methyl-N-phenylbenzamide derivatives reacted with primary amines in the presence of NiCl2/briphos ligand to provide the transamidated products in moderate to good yields. Primary aromatic amines delivered higher product yields than aliphatic amines.

Organic & Biomolecular Chemistry published new progress about Amides, tertiary 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, Recommanded Product: 4-Methoxy-N-phenylbenzamide.

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

Hornink, Milene Macedo published the artcileBiobased Spiroimides from Itaconic Acid and Formamides: Molecular Targets for a Novel Synthetic Application of Renewable Chemicals, Computed Properties of 123-39-7, the main research area is spiro dihydroquinolinone succinimide spiroindolinone glutarimide preparation; dihydroquinolinone indolinone itaconic acid anhydride formamide Fenton photochem flow.

Herein, a novel synthetic application of renewable chems., itaconic acid and formamides, is described. Proper exploitation of the reactivity of itaconic acid and formamide allows for the development of an efficient synthetic approach for the production of several new biobased spiroimides, spiro[dihydroquinolin-2-one-succinimides] I (R1 = H, Me, Cl, etc.; R2 = Me, Ph, Bn; R3 = H, Me) and spiro[indolin-2-one-glutarimides] II (R1 = H, OMe, CF3; R2 = Me, Bn; R3 = H, Me), in excellent overall yields (up to 98%).

Synthesis published new progress about Aromatic 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, Computed Properties of 123-39-7.

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

Rahman, Mahbubur Md. published the artcileSynthesis of Sulfoxonium Ylides from Amides by Selective N-C(O) Activation, SDS of cas: 7465-88-5, the main research area is sulfoxonium ylide preparation; amide trimethylsulfoxonium iodide nitrogen carbon cleavage.

The direct synthesis of sulfoxonium ylides from amides by selective N-C(O) cleavage is presented. The reaction proceeds through the nucleophilic addition of dimethylsulfoxonium methylide to the amide bond in acyclic twisted amides under exceedingly mild room temperature conditions. A variety of amides can be employed, and the protocol can be applied to the late-stage derivatization of pharmaceuticals. Mechanistic studies outline the relative order of reactivity of amides.

Organic Letters published new progress about Bond cleavage (N-C(O)). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, SDS of cas: 7465-88-5.

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

Du, Jinze published the artcileElectrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides, SDS of cas: 7465-88-5, the main research area is trifluoromethyl arylamide preparation regioselective; arylamide sodium trifluoromethanesulfinate electrochem oxidative trifluoromethylation.

A metal-catalyst-free and external-oxidant-free electrochem. oxidative radical C-H ortho-trifluoromethylation is presented. The reaction specifically occurred at the ortho-position of anilides RC(O)NHC6H4R1 (R = Ph, 2-furyl, 2-naphthyl, Me, etc., R1 = 3-Me, 4-Me, 4-Cl) without directing groups. Various anilides showed good tolerance to provide the desired products I in moderate to good yields. In addition, the gram-scale amplified product of benzanilide was obtained with a yield of 64%, which proved that it has a certain application potential.

ChemElectroChem published new progress about Electrochemical reaction (regioselective). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, SDS of cas: 7465-88-5.

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

Hirano, Kazuki published the artcileDiastereoselective Synthesis of Enantioenriched Trifluoromethylated Ethylenediamines and Isoindolines Containing Two Stereogenic Carbon Centers by Nucleophilic Trifluoromethylation Using HFC-23, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is diastereoselective synthesis trifluoromethylated ethylenediamine; trifluoromethylated isoindoline diastereoselective synthesis; stereodivergent nucleophilic trifluoromethylation aza Michael sequence HFC23.

Fluoroform, HFC-23, is an industrial byproduct from the synthesis of polytetrafluoroethylene and is a vastly underused resource; however, its physicochem. properties have hindered progress toward synthetic uses. Herein, we describe the use of HFC-23 as a cheap trifluoromethylating agent in two reactions for the highly diastereoselective synthesis of medicinally attractive chiral amines with two stereogenic carbon centers: a base-dependent, stereodivergent nucleophilic addition to synthesize enantioenriched vicinal diamines and a tandem nucleophilic addition/aza-Michael sequence toward enantioenriched isoindolines.

Journal of Organic Chemistry published new progress about Aza-Michael reaction. 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

Kharaneko, A. O. published the artcileSynthesis of 3-Phenyl-1H-[1,4]oxazino[4,3-a]benzimidazol-1-one and Its Transformation into 4-Phenyl-2,5-dihydro-1H-[1,2,5]triazepino[5,4-a]benzimidazol-1-one, Safety of N-Methylformamide, the main research area is phenyl oxazinobenzimidazolone preparation; dihydrotriazepinobenzimidazolone preparation; phenylpyrazino benzimidazolone preparation; benzimidazole preparation.

A synthetic route was proposed to 3-phenyl-1H-[1,4]oxazino[4,3-a]benzimidazol-1-one I, which was the first representative of a new heterocyclic system. The transformation of the title compound I to 4-phenyl-2,5-dihydro-1H-[1,2,5]triazepino[5,4-a]benzimidazol-1-one II via reaction with hydrazine hydrate was studied.

Russian Journal of Organic Chemistry published new progress about Fused heterocyclic compounds 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, Safety of N-Methylformamide.

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

Delost, Michael D. published the artcileMild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is trifluoromethylthiolated aziridine cyclopropane preparation diastereoselective; vinyl ketone tosyl imine trifluoromethylthiolated bromo acetophenone Darzens annulation.

Authors report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to underwent [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Organic Letters published new progress about Aziridines 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, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

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