Month: November 2022

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

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

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

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

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

Rottlander, Mario published the artcileMultiple cross-coupling reactions of aryl and benzylic zinc halides with aryl halides and triflates in solid-phase synthesis of polyfunctional aromatics, Formula: C5H4BrNOS, the main research area is aryl zinc halide aryl halide coupling; benzyl zinc halide aryl triflate coupling; cross coupling solid phase aryl halide; benzene solid phase synthesis.

Aryl and benzylic zinc bromides undergo efficient Pd(0)-catalyzed cross-coupling reactions on the solid-phase using either Rink or Wang resin. By performing the cross-couplings with the multi-coupling reagents 4-BrZnCH2C6H4O2CCF3 and 4-BrZnC6H4OSi(CHMe2)3, two successive C-C bond forming reactions are possible on the solid-phase.

Synlett published new progress about Aryl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 189329-94-0 belongs to class amides-buliding-blocks, name is 5-Bromothiophene-3-carboxamide, and the molecular formula is C5H4BrNOS, Formula: C5H4BrNOS.

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

Zou, Long published the artcileVisible-light-induced Pd-catalyzed ortho-trifluoromethylation of acetanilides with CF3SO2Na under ambient conditions in the absence of an external photocatalyst, Formula: C14H13NO2, the main research area is regioselective trifluoromethylation acetaniline photocatalysis.

A visible-light-induced Pd-catalyzed ortho-trifluoromethylation of acetanilides with CF3SO2Na was developed. The reaction proceeded smoothly at room temperature in air without any external photocatalyst or additive, providing the desired products in moderate to good yields with good functional group tolerance and regioselectivity.

Chemical Communications (Cambridge, United Kingdom) published new progress about Optimization. 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Formula: C14H13NO2.

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

Turlik, Aneta published the artcileMechanism and Origins of Stereoselectivity of the Aldol-Tishchenko Reaction of Sulfinimines, COA of Formula: C4H11NOS, the main research area is sulfinimine stereoselective aldol Tishchenko reaction.

D. functional theory computations have elucidated the mechanism and origins of stereoselectivity in McGlacken’s aldol-Tishchenko reaction for the diastereoselective synthesis of 1,3-amino alcs. using Ellman’s t-butylsulfinimines as chiral auxiliaries. Variations of stereochem. outcome are dependent on the nature of the ketone starting materials used, and the aspects leading to these differences have been rationalized. The intramol. hydride transfer step is the rate- and stereochem.-determining step, and all prior steps are reversible.

Journal of Organic Chemistry published new progress about Aldol addition. 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

Kodama, Yuki published the artcileStereoselective synthesis of highly functionalized (Z)-chloroalkene dipeptide isostere containing an α,α-disubstituted amino acid, Safety of (S)-2-Methylpropane-2-sulfinamide, the main research area is chloroalkene dipeptide isostere enantioselective diastereoselective synthesis disubstituted amino acid; ketimine Aza Darzens condensation dichloroenolate aldimine; cyclization mechanism transition state free energy NBO DFT; quaternary carbon center spirocyclic crystal mol structure packing.

Described here is the first stereoselective synthesis of highly functionalized chloroalkene dipeptide isosteres containing an α,α-disubstituted amino acid (ααAA). This synthesis requires the construction of a quaternary carbon center, and this challenge was overcome by the Aza-Darzens condensation of ketimine with α,α-dichloroenolate, producing 2-chloroaziridines with quaternary carbon centers including spirocyclic motifs, which are valuable for the previously elusive synthesis of various α,α-AA-containing chloroalkene isosteres.

Chemical Communications (Cambridge, United Kingdom) published new progress about Amino acids Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (disubstituted). 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

Kharaneko, A. O. published the artcileSynthesis and Modification of Hetero-Fused Pyrazoles Derived from Methyl 1-(2-Oxo-2-phenylethyl)-3-phenyl-1H-pyrazole-5-carboxylate, Application In Synthesis of 123-39-7, the main research area is hetero fused pyrazole preparation.

A modified procedure has been proposed for the synthesis of 2,7-diphenyl-5,8-dihydro-4H-pyrazolo[5,1-d][1,2,5]triazepin-4-one, and the possibility of transformation of the latter to the pyrazolo[1,5-a]pyrazine system has been demonstrated. Functionalization of 2,7-diphenyl-5,8-dihydro-4H-pyrazolo[5,1-d][1,2,5]triazepin-4-one at the 4-position and fusion of a tetrazole or triazole ring at the C4-N5 bond have been performed.

Russian Journal of Organic Chemistry published new progress about Heterocyclization. 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