Month: December 2022

Tong, Xue published the artcileNickel-catalyzed defluorinative alkylation of C(sp²)-F bonds, Safety of 4,4′-Dimethyldiphenyl, the publication is Organic Chemistry Frontiers (2021), 8(16), 4533-4542, database is CAplus.

The direct conversion of a C(sp²)-F bond into the corresponding C(sp²)-C(sp³) bond using Al(alkyl)₃ as the coupling partner under nickel catalysis to gave compounds ArR [Ar = 4-MeOC₆H₄, 4-PhC₆H₄, 2-naphthyl, etc.; R = Me, Et] and R¹HC=CR²R³ [R¹ = 4-MeOC₆H₄, 4-PhC₆H₄, phenethyl, etc.; R² = Me, Et; R³ = H, Me, Et] was reported. Intriguingly, aryl fluorides, alkenyl monofluorides and alkenyl gem-difluorides were viable electrophiles in this transformation, constituting the notable feature of this protocol. The success of this chemoselective method relied on the fluorophilicity of the employed aluminum reagent that functions as both the Lewis acid for the activation of the challenging C-F bond and the corresponding alkylating partner. Successful application of this strategy to the late-stage C-F alkylation of fluorinated drug analog was also demonstrated. This method represented another important example of using challenging C-F bonds as alternative electrophiles.

Organic Chemistry Frontiers published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C6H13NO2, Safety of 4,4′-Dimethyldiphenyl.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yang, Kai published the artcileSimple inorganic base promoted C-N and C-C formation: synthesis of benzo[4,5]imidazo[1,2-a]pyridines as functional AIEgens used for detecting picric acid, Related Products of catalysis-chemistry, the publication is Organic & Biomolecular Chemistry (2021), 19(37), 8133-8139, database is CAplus and MEDLINE.

Metal-free catalyzed intermol. tandem Michael addition/cyclization was developed for the synthesis of benzo[4,5]imidazo[1,2-a]pyridines I [R = H, Me, Ph, etc.; R¹ = H, 7-Me, 7,8-Cl₂, etc.] from ¦Á-bromocinnamaldehyde and 2-substituted benzimidazoles. The reaction promoted by a simple inorganic base displayed moderate to good yields and good functional group tolerance. The optical properties of some typical products I were investigated. Due to the presence of the benzene ring at the C1-position of compounds I which restricted intramol. motion, as a new type of aggregation-induced emission (AIE) luminogen (AIEgen), they showed very good solid-state fluorescence with quantum yields up to 88.80%. Importantly, the AIE performance of compound I [R = Me; R¹ = H] could be useful to detect the nitroarom. explosive picric acid (PA) with a detection limit and quenching constant of 42.5 nM and 7.27 x 10⁴ M^-M, resp.

Organic & Biomolecular Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C4H11NO, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Shi, Jiang-Ling published the artcileFe(II)-Catalyzed alkenylation of benzylic C-H bonds with diazo compounds, Formula: C13H10F2, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(28), 4047-4050, database is CAplus and MEDLINE.

An alkenylation of benzylic C(sp³)-H bonds with diazo compounds via carbon cation intermediates with DDQ as the oxidant in the presence of a catalytic amount of Fe(II) was reported. Diphenylmethane, toluene, benzyl Me sulfide and their derivatives was applied as substrates to afford the tetrasubstituted olefin products, which may serve as useful building blocks in organic synthesis.

Chemical Communications (Cambridge, United Kingdom) published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C21H26Br4S2, Formula: C13H10F2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wu, Shuang published the artcileCatalyst-Free Construction of Versatile and Functional CS₂-Based Polythioureas: Characteristics from Self-Healing to Heavy Metal Absorption, Name: N1,N2-Dibenzylethane-1,2-diamine, the publication is Macromolecules (Washington, DC, United States) (2019), 52(22), 8596-8603, database is CAplus.

As typical of sulfur-containing polymers, polythiourea is a promising polymeric material because of its outstanding properties such as self-healing, high refractive index, high dielec. constant, and good coordinating ability to heavy metal ions. However, examples of versatile polythioureas are relatively scarce as a result of the limited methods for their synthesis. Herein, we report a mild and easily accessible strategy for the preparation of polythioureas by a catalyst-free copolymerization of CS₂ and diamines in the absence of an inert/anhydrous atm. The copolymerization of 1,8-diamino-3,6-dioxaoctane (DA1) and carbon disulfide was selected as the model reaction for optimizing conditions for the polymerization process. DA1 and CS₂ afforded well-defined polythiourea P1 with high mol. weight (25.5 kg/mol) in good yield (96%) at 45 ¡ãC, which was shown to be mech. robust and readily self-healable. This method displayed a wide scope, providing 23 polythioureas with structural diversity and high mol. weights in excellent yields from CS₂ and com. available diamines. The aliphatic polythiourea P4 was examined for its ability as a heavy metal absorbent, effectively sequestering Hg²⁺ ions with greater than 99.9% efficiency. Hence, this study provides an easily accessible method for synthesizing various polythioureas with diverse structures and functionalities.

Macromolecules (Washington, DC, United States) published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C6H12O2, Name: N1,N2-Dibenzylethane-1,2-diamine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wang, Xiao-Xia published the artcileN-Heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of benzyl carbamates with arylboronic acids, Safety of Bis(4-fluorophenyl)methane, the publication is Organic & Biomolecular Chemistry (2015), 13(47), 11438-11444, database is CAplus and MEDLINE.

The Suzuki-Miyaura coupling of benzyl carbamates with arylboronic acids was achieved in an environmentally benign medium. Using water as the sole solvent, such transformation took place very well to give the desired diarylmethane derivatives in good to almost quant. yields in the presence of a well-defined NHC-Pd(II)-Im complex under mild conditions. It is worth noting here that this is the first example of benzyl carbamates used in the coupling reaction, thus affording a new method for the formation of diarylmethanes by palladium-catalyzed C-O bond activation.

Organic & Biomolecular Chemistry published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C3H6O2, Safety of Bis(4-fluorophenyl)methane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wang, Shihui published the artcileComparison of edible yield and quality of female Chinese mitten crab between two-year-old and three-year-old, Related Products of catalysis-chemistry, the publication is Journal of Food Composition and Analysis (2022), 104687, database is CAplus.

To expand the new germplasm of Chinese mitten crab (Eriocheir sinensis) and explain its quality characteristics, this study used two-year-old mature female E. sinensis (TWC) as the control to explore the differences in edible yield, color, proximate composition, fatty acids, free amino acids and mineral elements of three-year-old mature female E. sinensis (THC). TWC had a significantly higher hepatosomatic index (HSI) but a lower gonadosomatic index (GSI) than THC (P < 0.05). The eicosapentaenoic acid (EPA) content in the hepatopancreas, ovary and muscle tissues of TWC were higher than those of THC. However, the content of docosahexaenoic acid (DHA), arachidonic acid (ARA), polyunsaturated fatty acids (PUFA), total essential fatty acids (¦²EFA), total highly unsaturated fatty acids (¦²HUFA), ¦²n-6 PUFA and DHA/EPA were lower than those of THC. Total essential free amino acids (¦²EFAA), total free amino acids (¦²FAA) and percentage of ¡ÆEFAA to ¡ÆFAA (PETFAA) in the hepatopancreas, ¦²EFAA and PETFAA in the ovary and ¦²FAA in the muscle of TWC were higher than those of THC (P > 0.05). The values of total umami values (¦²TUV) and total sweetness values (¦²TSV) in the hepatopancreas, ovary and muscle tissue and total bitterness values (¦²TBV) in the hepatopancreas and muscle of TWC were higher than those of THC. Except for the higher Zn in TWC, the contents of the other elements measured were lower than those in THC. Overall, the edible yield and quality of THC was greater than that of the TWC, and THC was a new high-quality germplasm of E. sinensis.

Journal of Food Composition and Analysis published new progress about 6217-54-5. 6217-54-5 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Aliphatic hydrocarbon chain,Metabolic Enzyme,RAR/RXR,Natural product, name is Docosahexaenoic Acid, and the molecular formula is C6H6N2O, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Xie, Yihui published the artcileDevelopment of Fmoc-protected bis-amino acids toward automated synthesis of highly functionalized spiroligomers, Safety of Fmoc-Pro-OH, the publication is Organic Letters (2022), 24(18), 3421-3425, database is CAplus and MEDLINE.

We report the fluorenylmethoxycarbonyl (Fmoc) protection of functionalized bis-amino acid building blocks using a temporary Cu²⁺ complexation strategy, together with an efficient multikilogram-scale synthesis of bis-amino acid precursors. This allows the synthesis of stereochem. and functionally diverse spiroligomers utilizing solid-phase Fmoc/tBu (Fmoc = 9-fluorenylmethoxycarbonyl) chem. to facilitate the development of applications. Four tetramers were assembled on a semiautomated microwave peptide synthesizer. We determined their secondary structures with two-dimensional NMR spectroscopy.

Organic Letters published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C6H8N2, Safety of Fmoc-Pro-OH.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Cai, Mingzhong published the artcileRecyclable Pd₂dba₃/XPhos/PEG-2000 System for Efficient Borylation of Aryl Chlorides: Practical Access to Aryl Boronates, Recommanded Product: 4,4′-Dimethyldiphenyl, the publication is Synthesis (2022), 54(5), 1339-1346, database is CAplus.

Pd₂dba₃/XPhos in poly(ethylene glycol) (PEG-2000) is shown to be a highly stable and efficient catalyst for the borylation of aryl chlorides with bis(pinacolato)diboron. The borylation reaction proceeds smoothly at 110¡ã, delivering a wide variety of aryl boronates in good to excellent yields with high functional group tolerance. The crude products were easily isolated via simple extraction of the reaction mixture with cyclohexane. Moreover, both expensive Pd₂dba₃ and XPhos in PEG-2000 system could be readily recycled and reused more than six times without loss of catalytic efficiency.

Synthesis published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Recommanded Product: 4,4′-Dimethyldiphenyl.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Xu, Shuran published the artcileIridium-Catalyzed Formal [4+1] Annulation of Benzamides and Cyclopropanols to Afford Isoindolin-1-one Derivatives via C-H Activation, Quality Control of 118-90-1, the publication is Synthesis (2022), 54(13), 3015-3024, database is CAplus.

An synthesis of 3-(2-oxo-2-phenylethyl)isoindolin-1-ones I [R¹ = H, 5-OMe, 7-Me, etc.; R² = Ph, 2-MeC₆H₄, 4-FC₆H₄, etc.] via iridium-catalyzed reaction protocol was developed to achieve the oxidative C-H/N-H annulation of benzamides with cyclopropanols as C1 synthon. Structurally diverse isoindolin-1-ones were furnished via sequential C-H/C-C cleavage and C-C/C-N bond formation.

Synthesis published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C6H12O2, Quality Control of 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bergamaschi, Enrico published the artcileControlling Chemoselectivity of Catalytic Hydroboration with Light, HPLC of Formula: 2051-95-8, the publication is Angewandte Chemie, International Edition (2022), 61(8), e202114482, database is CAplus and MEDLINE.

The ability to selectively react one functional group in the presence of another underpins efficient reaction sequences. Despite many designer catalytic systems being reported for hydroboration reactions, which allow introduction of a functional handle for cross-coupling or act as mild method for reducing polar functionality, these platforms rarely deal with more complex systems where multiple potentially reactive sites exist. Here authors demonstrate, for the first time, the ability to use light to distinguish between ketones and carboxylic acids in more complex mols. By taking advantage of different activation modes, a single catalytic system can be used for hydroboration, with the chemoselectivity dictated only by the presence or absence of visible light.

Angewandte Chemie, International Edition published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, HPLC of Formula: 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia