Category: 5751-83-7

Brzeskiewicz, Jakub; Stanska, Barbara; Dabrowski, Piotr; Loska, Rafal published the artcile< C-H Activation and Cross-Coupling of Acyclic Aldonitrone>, Category: bromides-buliding-blocks, the main research area is ketonitrone preparation coupling acyclic aldonitrone heteroaryl bromide.

Palladium-catalyzed activation of C(sp2)-H bond in a readily E,Z-isomerizable aldonitrone, bearing an ester group at the C terminus, enabled its cross-coupling with a variety of aryl and heteroaryl bromides to give ketonitrones, including products with functional groups not compatible with the classical nitrone synthesis via condensation with hydroxylamines. The reactions proceeded with very high (usually complete) E selectivity. The key to obtaining good yields of the cross-coupling products was the use of sterically hindered carboxylic acid as additive and non-polar solvent (toluene), in which the starting nitrone exists mainly as E isomer. Further use of the obtained ketonitrones in dipolar cycloaddition or nucleophilic addition has also been demonstrated.

European Journal of Organic Chemistry published new progress about Alkoxycarbonyl groups. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schmidt, Michael A. published the artcile< Effect of Terminal Alkylation of Aryl and Heteroaryl Hydrazines in the Fischer Indole Synthesis>, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate, the main research area is Fischer indole synthesis; hydrazine ketone alkylation amidation cross coupling.

The effect of alkylation on the terminal position of aryl and heteroaryl hydrazines in the Fischer indole synthesis was examined Compared to their unalkylated counterparts, reactions using alkylated s provided indole products with higher yields and faster rates. The reactions can be conducted at lower temperatures and are compatible with acid-sensitive functionality. The terminally alkylated hydrazines were readily prepared by a new two-step sequence and held as stable hydrazinium salts. The mild formation of the salts along with the favorable Fischer indole reaction conditions highlights the potential of this approach in later-stage synthetic use.

Journal of Organic Chemistry published new progress about Alkylation. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schmidt, Michael A. published the artcile< Effect of Terminal Alkylation of Aryl and Heteroaryl Hydrazines in the Fischer Indole Synthesis>, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate, the main research area is Fischer indole synthesis; hydrazine ketone alkylation amidation cross coupling.

The effect of alkylation on the terminal position of aryl and heteroaryl hydrazines in the Fischer indole synthesis was examined Compared to their unalkylated counterparts, reactions using alkylated s provided indole products with higher yields and faster rates. The reactions can be conducted at lower temperatures and are compatible with acid-sensitive functionality. The terminally alkylated hydrazines were readily prepared by a new two-step sequence and held as stable hydrazinium salts. The mild formation of the salts along with the favorable Fischer indole reaction conditions highlights the potential of this approach in later-stage synthetic use.

Journal of Organic Chemistry published new progress about Alkylation. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mayer, Nicole; Schweiger, Martina; Fuchs, Elisabeth; Migglautsch, Anna K.; Doler, Carina; Grabner, Gernot F.; Romauch, Matthias; Melcher, Michaela-Christina; Zechner, Rudolf; Zimmermann, Robert; Breinbauer, Rolf published the artcile< Structure-activity relationship studies for the development of inhibitors of murine adipose triglyceride lipase (ATGL)>, Application In Synthesis of 5751-83-7, the main research area is PNPLA2 lipolysis NAFLD atglistatin murine ATGL inhibitors SAR; Atglistatin; Lipolysis; NAFLD; PNPLA2; Small molecule inhibitor.

High serum fatty acid (FA) levels are causally linked to the development of insulin resistance, which eventually progresses to type 2 diabetes and non-alc. fatty liver disease (NAFLD) generalized in the term metabolic syndrome. Adipose triglyceride lipase (ATGL) is the initial enzyme in the hydrolysis of intracellular triacylglycerol (TG) stores, liberating fatty acids that are released from adipocytes into the circulation. Hence, ATGL-specific inhibitors have the potential to lower circulating FA concentrations, and counteract the development of insulin resistance and NAFLD. In this article, we report about structure-activity relationship (SAR) studies of small mol. inhibitors of murine ATGL which led to the development of Atglistatin. Atglistatin is a specific inhibitor of murine ATGL, which has proven useful for the validation of ATGL as a potential drug target.

Bioorganic & Medicinal Chemistry published new progress about Drug targets. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Application In Synthesis of 5751-83-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Oi, Miku; Takita, Ryo; Kanazawa, Junichiro; Muranaka, Atsuya; Wang, Chao; Uchiyama, Masanobu published the artcile< Organocopper cross-coupling reaction for C-C bond formation on highly sterically hindered structures>, Product Details of C7H7BrO2S, the main research area is organocopper compound aryl iodide cross coupling reaction mechanism.

A powerful, broadly applicable cross-coupling protocol that enabled carbon-carbon bond formation at highly sterically hindered carbon centers (both sp2 and sp3) by employing organocopper reagents under palladium catalysis was described. Exptl. studies and theor. calculations indicated that the key to the unique reactivity of copper was the relatively low activation energy of the compact transmetalation transition state, due to Cu(I)-Pd(II) interaction, which was associated with small values of deformation energy of the reactants. This reaction was applicable to a variety of bulky substrates, including compounds inert to previous cross-coupling chem. and has high functional group tolerance.

Chemical Science published new progress about Aryl bromides Role: PRP (Properties), RCT (Reactant), RACT (Reactant or Reagent). 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Product Details of C7H7BrO2S.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Adolfo Cuesta, Sebastian; Cordova-Sintjago, Tania; Ramon Mora, Jose published the artcile< Sulfonylation of Five-Membered Aromatic Heterocycles Compounds through Nucleophilic Aromatic Substitution: Concerted or Stepwise Mechanism?>, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate, the main research area is heterocyclic compound sulfonylation nucleophilic aromatic substitution mechanism activation energy.

Heterocyclic sulfones are relevant in medicinal chem., drug design and organic synthesis, and the mechanism of sulfonylation of five-membered heterocycles is not clear. In this work, it is presented a computational study on the mechanism of sulfonylation of five-membered heterocycles compounds Concerted and stepwise mechanisms for the nucleophilic aromatic substitution (SNAr) involved in the reaction were examined Effect of the neighboring group (NG), heteroatom in the ring (HT), nucleophile (NU), and leaving group (LG) in fourteen reactions were examined Anal. of the intrinsic reaction coordinate, reaction force, natural bond orbital (NBO) charges and bond indexes give a reasonable insight about the mechanism for the reactions studied. Results revealed activation free energies ranging from 20.8 kcal/mol up to 38.6 kcal/mol. Reaction force anal. showed that structural changes in the reactant are the most important component associated with the energy of activation with more than 60% of the contribution. Most sulfonylation reactions in this study proceed through a concerted mechanism; only two occur though a stepwise-Meisenheimer-intermediate mechanism.

ChemistrySelect published new progress about Activation energy. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Recommanded Product: Ethyl 5-bromothiophene-2-carboxylate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Xin; Ang, Esther Cai Xia; Yang, Ziqi; Kee, Choon Wee; Tan, Choon-Hong published the artcile< Synthesis of chiral sulfinate esters by asymmetric condensation>, Application of C7H7BrO2S, the main research area is alc sulfinate pentanidium catalyst enantioselective condensation; sulfinate ester preparation.

Here a straightforward access to enantioenriched sulfinate esters via asym. condensation of prochiral sulfinates and alcs. using pentanidium as an organocatalyst was reported. This study successfully coupled a wide range of sulfinates and bioactive alcs. stereoselectively. The initial sulfinates was prepared from existing sulfone and sulfonamide drugs and the resulting sulfinate esters were versatile for transformations to diverse chiral sulfur pharmacophores. Through late-stage diversification 11,12 of celecoxib and other drug derivatives, was demonstrate the viability of this unified approach towards sulfur stereogenic centers.

Nature (London, United Kingdom) published new progress about Condensation reaction catalysts (stereoselective). 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Application of C7H7BrO2S.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Messina, Cynthia; Douglas, Liam Z.; Liu, Jiang Tian; Forgione, Pat published the artcile< Successive Pd-Catalyzed Decarboxylative Cross-Couplings for the Modular Synthesis of Non-Symmetric Di-Aryl-Substituted Thiophenes>, COA of Formula: C7H7BrO2S, the main research area is thiophene ester heteroaromatic acid aryl bromide cross coupling palladium; non sym thiophene preparation.

Oligothiophenes are important organic mols. in a number of burgeoning industries as semi-conducting materials due to their extensive π-conjugation and charge transport properties. Typically, non-sym., di-aryl-substituted thiophenes are prepared by the successive formation of Grignards, organotin, and/or boronic acid intermediates that can be subsequently employed in cross-coupling reactions. While reliable, these approaches present synthetic difficulties due to the reactivity of organo-metallic/pseudo-metallic species, and produce considerable amounts of waste due to necessary pre-functionalization. We have developed a decarboxylative cross-coupling route as an effective strategy for the modular and less wasteful synthesis of a wide range of non-sym., di-arylthiophenes, e.g., I. This method uses a thiophene ester building block for successive decarboxylative palladium-catalyzed couplings that allows for the efficient synthesis and evaluation of the optoelectronic properties of a library of candidate semi-conductors with functional groups that could be challenging to access using previous routes.

European Journal of Organic Chemistry published new progress about Absorption spectra. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, COA of Formula: C7H7BrO2S.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Skotnitzki, Juri; Kremsmair, Alexander; Keefer, Daniel; Gong, Ye; de Vivie-Riedle, Regina; Knochel, Paul published the artcile< Stereoselective Csp3-Csp2 Cross-Couplings of Chiral Secondary Alkylzinc Reagents with Alkenyl and Aryl Halides>, Formula: C7H7BrO2S, the main research area is alkyl iodide dialkylzinc reagent alkenyl halide palladium cross coupling; chiral alkene preparation diastereoselective; cross-coupling; lithium; natural products; palladium; zinc.

The palladium-catalyzed cross-coupling reactions of chiral secondary non-stabilized dialkylzinc reagents, prepared from readily available chiral secondary alkyl iodides, with alkenyl and aryl halides were reported. This method provides α-chiral alkenes and arenes with very high retention of configuration (dr up to 98:2) and satisfactory overall yields (up to 76 % for 3 reaction steps). The configurational stability of these chiral non-stabilized dialkylzinc reagents was determined and exceeded several hours at 25 °C. DFT calculations were performed to rationalize the stereoretention during the catalytic cycle. Furthermore, the cross-coupling reaction was applied in an efficient total synthesis of the sesquiterpenes (S)- and (R)-curcumene with control of the absolute stereochem.

Angewandte Chemie, International Edition published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Formula: C7H7BrO2S.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Peng, Pan; Yan, Xingxiu; Zhang, Ke; Liu, Zhao; Zeng, Li; Chen, Yixuan; Zhang, Heng; Lei, Aiwen published the artcile< Electrochemical C-C bond cleavage of cyclopropanes towards the synthesis of 1,3-difunctionalized molecules>, Application of C7H7BrO2S, the main research area is aryl fluoropropane regioselective chemoselective preparation; aromatic cyclopropane triethylamine trihydrofluoride electrochem bond cleavage fluorination; alc aryl cyclopropane electrochem bond cleavage oxyfluorination; ether aryl cyclopropane electrochem bond cleavage oxyfluorination; methanol aryl cyclopropane electrochem bond cleavage dioxygenation.

An electrochem. C-C bond cleavage and 1,3-difuntionalization of arylcyclopropanes under catalyst-free and external-oxidant-free conditions. It involved 1,3-difluorination, 1,3-oxyfluorination and 1,3-dioxygenation of arylcyclopropanes with a high chemo- and regioselectivity by the strategic choice of nucleophiles. This protocol has good functional groups tolerance and can be scaled up. Mechanistic studies demonstrated that arylcyclopropane radical cation obtained from the anode oxidation and the subsequently generated benzyl carbonium were the key intermediates in this transformation. This development provided a scenario for constructing 1,3-difunctionalized mols.

Nature Communications published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Application of C7H7BrO2S.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary