Month: November 2022

Sharma, Hayden A. published the artcileEnantioselective catalytic 1,2-boronate rearrangements, Quality Control of 343338-28-3, the main research area is enantioselective boronate rearrangement boronic ester dichloromethane lithium ureaboronate catalyst; lithium urea boronate complex preparation catalyst boronate rearrangement dichloromethane; crystal structure lithium urea boronate complex; mol structure lithium urea boronate complex.

A strategy that facilitates the construction of a wide variety of trisubstituted stereocenters through a catalytically accessed common chiral intermediate could prove highly enabling for the field of synthetic chem. The authors report the discovery of enantioselective, catalytic 1,2-boronate rearrangements for the synthesis of α-chloro pinacol boronic esters from readily available boronic esters and CH2Cl2. The chiral building blocks produced in these reactions can undergo two sequential stereospecific elaborations to generate a wide assortment of trisubstituted stereocenters. The enantioselective reaction is catalyzed by a Li-isothiourea-boronate complex, which is proposed to promote rearrangement through a dual-Li-induced chloride abstraction orchestrated by Lewis basic functionality on the catalyst scaffold.

Science (Washington, DC, United States) published new progress about Addition reaction catalysts (Li-isothiourea-boronate complex). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Quality Control of 343338-28-3.

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

Le Falher, Laetitia published the artcilePreparation of Halogen-Containing 4H-Pyrido[e][1,3]oxazin-4-ones and Their Transformation into 2-Hydroxypyridinyl-Substituted 1,2,4-Oxadiazoles and 1,2,4-Triazoles, SDS of cas: 13958-99-1, the main research area is pyridylimide sodium salt intramol arylation; pyridooxazinone halo preparation microwave irradiation hydroxylamine cyclocondensation hydrazine; oxadiazole hydroxypyridyl triazole preparation regioselective.

A complete study on the preparation of original halogen-containing 4H-pyrido[e][1,3]oxazin-4-ones I (R = C6H5, 2-H3CC6H4, 4-ClC6H4, 4-H3COC6H4, etc.; R1 = H, Br) and their transformation into 2-hydroxypyridinyl-substituted 1,2,4-oxadiazoles II (W = O) and 1,2,4-triazoles II (W = NH, NC6H5) is presented. The efficiency of the intramol. O-arylation of pyridyl-imide sodium salts e.g., III was studied on three series of compounds, with different fluoro-, chloro-, and bromophenyl substituents at the C-2 position. The final halogenated compounds I are of interest as new synthons for future functionalization. A rapid, and complementary access to 2-substituted 4H-benzo[e][1,3]oxazinones IV (R2 = 2-bromo-4-pyridyl, phenyl) were discovered. Finally, the one-step transformation of some of these pyrido-oxazinones I into the corresponding II was explored, and the regioselectivity of the reaction was proved by X-ray crystallog.

European Journal of Organic Chemistry published new progress about Acid halides Role: RCT (Reactant), RACT (Reactant or Reagent). 13958-99-1 belongs to class amides-buliding-blocks, name is 3-Bromoisonicotinamide, and the molecular formula is C6H5BrN2O, SDS of cas: 13958-99-1.

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

Francisco, Karol R. published the artcileStructure property relationships of N-acylsulfonamides and related bioisosteres, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is acylsulfonamide structure property relationship bioisostere; Bioisostere; Isosteric replacement; N-Acylsulfonamide isostere; Oxetane; Physicochemical properties; Structure property relationship (SPR); Thietane.

The N-acylsulfonamide functional group is a feature of the pharmacophore of several biol. active mols., including marketed drugs. Although this acidic moiety presents multiple points of attachments that could be exploited to introduce structural diversification, depending on the circumstances, the replacement of the functional group itself with a suitable surrogate, or bioisostere, may be desirable. A number of N-acylsulfonamide bioisosteres have been developed over the years that provide opportunities to modulate both structure and physicochem. properties of this important structural motif. To enable an assessment of the relative impact on physicochem. properties that these replacements may have compared to the N-acylsulfonamide group, we conducted a structure-property relationship study based on matched mol. pairs, in which the N-acylsulfonamide moiety of common template reference structures is replaced with a series of bioisosteres. The data presented, which include an assessment of relative changes in acidity, permeability, lipophilicity and intrinsic solubility, provides a basis for informed decisions when deploying N-acylsulfonamides, or surrogates thereof, in analog design.

European Journal of Medicinal Chemistry published new progress about Biological permeation (artificial membrane permeability assay). 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

Xu, Hong-Hui published the artcileThioamidation of Arylpropyne Derivatives with Sulfur and Formamides for the Synthesis of Aryl Propanethioamides, Computed Properties of 123-39-7, the main research area is aryl propanethioamide preparation; arylpropyne sulfur formamide three component cascade thioamidation.

An efficient synthesis of aryl propanethioamides ArCH2CH2C(S)NRR1 [R = H, Me; R1 = Me, Et; RR1 = (CH2)4, (CH2)2O(CH2)2] by a three-component reaction of arylpropynes, elemental sulfur and formamides was developed. The cascade thioamidation proceeded smoothly through the hydrolysis of the C-C triple bond and formamides, the formation of C-N bond and C-S double bond in one-pot reaction.

Asian Journal of Organic Chemistry published new progress about Alkynes, aryl 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, Computed Properties of 123-39-7.

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

Wang, Lixian published the artcileAmino Acid Derived Chiral Aminobenzimidazole Manganese Catalysts for Asymmetric Transfer Hydrogenation of Ketones, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is ketone manganese chiral aminobenzimidazole asym transfer hydrogenation catalyst; alc stereoselective preparation.

A series of Mn(I) catalysts with chiral bidentate benzimidazoles derived from easily available amino acids has been developed. These types of phosphine-free chiral Mn catalysts demonstrate high activity and enantioselectivity in asym. transfer hydrogenation (ATH) for a broad range of ketone substrates. A bulkier substrate, such as 2,6-dichloro-3-fluoroacetophenone, can be converted into the drug intermediate alc. with up to 90% yield and 92% ee (e.g., crizotinib). On the basis of exptl. and DFT studies, a possible mechanism for this Mn-catalyzed ATH is also proposed. DFT calculations further render a plausible model for enantiocontrol in ketone hydrogenation, in which the π-π stacking interaction between the catalyst and the substrate plays an important role.

ACS Catalysis published new progress about Alcohols 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, Application of (S)-2-Methylpropane-2-sulfinamide.

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

Sorribes, Ivan published the artcilePalladium doping of In2O3 towards a general and selective catalytic hydrogenation of amides to amines and alcohols, Category: amides-buliding-blocks, the main research area is palladium doping indium oxide catalyst hydrogenation amide amine alc.

Herein, the first general heterogeneous catalytic protocol for the hydrogenation of primary, secondary and tertiary amides to their corresponding amines and alcs. is described. Advantageously, this catalytic protocol works under additive-free conditions and is compatible with the presence of aromatic rings, which are fully retained in the final products. This hydrogenative C-N bond cleavage methodol. is catalyzed by a Pd-doped In2O3 catalyst prepared by a microwave hydrothermal-assisted method followed by calcination. This catalyst displays highly dispersed Pd2+ ionic species in the oxide matrix of In2O3 that have appeared to be essential for its high catalytic performance.

Catalysis Science & Technology published new progress about Alcohols 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, Category: amides-buliding-blocks.

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

Vazquez-Chavez, Josue published the artcileThe effect of chiral N-substituents with methyl or trifluoromethyl groups on the catalytic performance of mono- and bifunctional thioureas, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is ketoester unsaturated aldehyde thiourea chiral Michael addition catalyst oxidation; dihydropyran stereoselective preparation; enone aldehyde thiourea chiral baylis hillman reaction catalyst; hydroxymethyl enone preparation.

We evaluated thiourea organocatalysts that incorporate a chiral group which includes a trifluoromethyl moiety and contrasted their performance with non-fluorinated analogs. The comparison between such systems allows the direct study of the NH acidity of a thiourea bonded to an aliphatic substituent. In principle, -CF3 systems feature an enhanced hydrogen bond (HB) donor capacity that is undoubtedly beneficial for HB-catalysis applied to the Baylis-Hillman reaction. We found that the thiourea substituted on both nitrogens with this group accelerates this reaction like Schreiner’s thiourea. On the other hand, we observed a different behavior in reactions promoted by bifunctional catalysts (thiourea-primary amine). In the Michael addition of isobutyraldehyde to Me benzylidenepyruvate, the -CF3 containing catalysts were better than the -CH3 systems, whereas the conjugate addition to N-phenylmaleimide showed the opposite behavior. Theor. calculations of the transition states indicated that the phenylethyl group in fluorinated and non-fluorinated compounds have different kinds of interactions with the electrophile. These interactions are responsible for a different arrangement of the electrophile and thereby the selectivity of the catalyst. Therefore, it cannot be generalized that in all cases NH acidity correlates with the performance of the catalyst, particularly, with aliphatic substituents that unlike the aromatic ones possess groups that are outside the plane of the thiourea.

Organic & Biomolecular Chemistry published new progress about Alcohols 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

Devi, E. Sankari published the artcileN-Heterocyclic Carbene Catalyzed Synthesis of Trisubstituted Epoxides via Tandem Amidation/Epoxidation Sequence, Name: N-Methylformamide, the main research area is chalcone preparation formamide TBHP NHC catalyst tandem amidation epoxidation; benzoyl aryloxiranyl carboxamide diastereoselective preparation green chem.

A tandem amidation/epoxidation sequence between various substituted chalcones and N,N-dimethylformamide (DMF) for the synthesis of trisubstituted epoxides employing N-heterocyclic carbene catalysis was developed. This reaction was performed under metal-free conditions in the presence of tert-Bu hydroperoxide (TBHP) as the oxidant. Trisubstituted epoxides bearing a ketone and an amide functionality (N,N-di-Me formyl group) were synthesized starting from a wide range of chalcones in moderate to good yields with excellent diastereoselectivity.

Organic Letters published new progress about Acetophenones 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, Name: N-Methylformamide.

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

Yisimayili, Nuermaimaiti published the artcileStereodivergent Construction of Vicinal Acyclic Quaternary-Tertiary Carbon Stereocenters by Michael-Type Alkylation of α,α-Disubstituted N-tert-Butanesulfinyl Ketimines, Product Details of C4H11NOS, the main research area is tert butanesulfinyl ketimine nitroalkene diastereoselective aza enolization conjugate addition; nitroalkyl tert butanesulfinyl ketimine preparation.

Vicinal quaternary-tertiary carbon stereocenters were constructed with excellent stereoselectivity via aza-enolization of enantioenriched acyclic N-tert-butanesulfinyl ketimines bearing two sterically similar α-linear alkyl substituents followed by conjugate addition to nitroalkenes. Further changes of the absolute configuration of the sulfinyl group and/or the α-stereocenter in the ketimine allowed the facile stereodivergent synthesis of all four diastereomers of the Michael-type alkylation adducts. This reaction is a successful example of acyclic stereocontrol based on stereoselective α-deprotonation for the formation of fully substituted aza-enolates from ketone derivatives

Organic Letters published new progress about Alkenes, nitro 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

Ning, Yunyun published the artcileSite-specific Umpolung amidation of carboxylic acids via triplet synergistic catalysis, Quality Control of 7465-88-5, the main research area is nitroalkane carboxylic acid iridium phosphine iron catalyst Umpolung amidation; carboxylic acid nitroarene iridium phosphine iron catalyst Umpolung amidation; aralkyl amide preparation photochem.

In this paper, an Umpolung amidation reaction of carboxylic acids with nitroarenes and nitroalkanes enabled by the triplet synergistic catalysis of FeI2, P(V)/P(III) and photoredox catalysis, which avoids the production of byproducts from stoichiometric coupling reagents were disclosed. A wide range of carboxylic acids, including aliphatic, aromatic and alkenyl acids participated smoothly in such reactions, generating structurally diverse amides in good yields (86 examples, up to 97% yield). This Umpolung amidation strategy opened a method to address challenging regioselectivity issues between nucleophilic functional groups and complemented the functional group compatibility of the classical amidation protocols. The synthetic robustness of the reaction was demonstrated by late-stage modification of complex mols. and gram-scale applications.

Nature Communications published new progress about Alkanes, nitro 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, Quality Control of 7465-88-5.

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