Tag: M.W=200-250

Bunce, Richard A. published the artcileEster- and ketone-substituted (¡À)-1-alkyl-6-nitro-1,2,3,4-tetrahydroquinolines by a tandem S_NAr-Michael reaction, Safety of N-Benzyl-2-methyl-4-nitroaniline, the publication is Journal of Heterocyclic Chemistry (2010), 47(5), 1176-1182, database is CAplus.

A synthesis of ester- and ketone-substituted (¡À)-1-alkyl-6-nitro-1,2,3,4-tetrahydroquinolines was developed from 2-pentenoates and 2-penten-1-ones, resp., substituted at C(5) by a 2-fluoro-5-nitrophenyl group. The cyclization involves an S_NAr reaction followed by a Michael addition that occurs exo to the final ring. A previously reported version of this annulation proceeded by an initial endo Michael addition (acceptor became part of the final ring) followed by an S_NAr ring closure. The current reactions proceed in 82-97% yields in DMSO using primary amines that are unbranched at the ¦Á C. The synthesis of the reaction substrates as well as process optimization, mechanistic studies to elucidate the reaction chronol., and comparisons with the endo Michael variant are presented.

Journal of Heterocyclic Chemistry published new progress about 201157-13-3. 201157-13-3 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is N-Benzyl-2-methyl-4-nitroaniline, and the molecular formula is C14H14N2O2, Safety of N-Benzyl-2-methyl-4-nitroaniline.

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

Chang, Ying published the artcileDirect fluorination of the carbonyl group of benzophenones using Deoxo-Fluor: preparation of bis(4-fluorophenyl)difluoromethane, Related Products of catalysis-chemistry, the publication is Organic Syntheses (2010), 245-252, database is CAplus.

The synthesis of the target compound was achieved by a reaction of bis(4-fluorophenyl)methanone (benzophenone derivative) trifluoro[2-methoxy-N-(2-methoxyethyl)ethanaminato-¦ÊN]sulfur (i.e., Deoxo-Fluor).

Organic Syntheses 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 C13H10F2, Related Products of catalysis-chemistry.

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

Lee, Kyeong published the artcile(Aryloxyacetylamino)benzoic Acid Analogues: A New Class of Hypoxia-Inducible Factor-1 Inhibitors, Formula: C12H16O3, the publication is Journal of Medicinal Chemistry (2007), 50(7), 1675-1684, database is CAplus and MEDLINE.

Structural modification of a compound discovered during screening using an HRE-dependent reporter assay has revealed a novel class of HIF-1 inhibitors, which potently inhibit the HIF-1¦Á protein accumulation and its target gene expression under hypoxic conditions in human hepatocellular carcinoma Hep3B cells.

Journal of Medicinal Chemistry published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C12H16O3, Formula: C12H16O3.

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

Lee, Jeewoo published the artcile2-Benzyl and 2-phenyl-3-hydroxypropyl pivalates as protein kinase C ligands, SDS of cas: 1860-58-8, the publication is Bioorganic & Medicinal Chemistry (2006), 14(6), 2022-2031, database is CAplus and MEDLINE.

A series of 2-benzyl and 2-phenyl-3-hydroxypropyl pivalates designed to incorporate the principal pharmacophores of phorbol esters have been synthesized and tested as PKC-¦Á ligands. Among the analogs, I exhibited the most potent binding affinity with a K_i = 0.7 ¦ÌM. The synthesized analogs were subjected to mol. modeling anal. based on two alternative models of the phorbol pharmacophore and a docking study of I was carried out.

Bioorganic & Medicinal Chemistry published new progress about 1860-58-8. 1860-58-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(3-(Benzyloxy)phenyl)acetic acid, and the molecular formula is C15H14O3, SDS of cas: 1860-58-8.

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

Musacchio, Andrew J. published the artcileCatalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines, Quality Control of 22693-41-0, the publication is Science (Washington, DC, United States) (2017), 355(6326), 727-730, database is CAplus and MEDLINE.

The intermol. hydroamination of unactivated alkenes with simple dialkyl amines remains an unsolved problem in organic synthesis. We report a catalytic protocol for efficient additions of cyclic and acyclic secondary alkyl amines to a wide range of alkyl olefins with complete anti-Markovnikov regioselectivity. In this process, carbon-nitrogen bond formation proceeds through a key aminium radical cation intermediate that is generated via electron transfer between an excited-state iridium photocatalyst and an amine substrate. These reactions are redox-neutral and completely atom-economical, exhibit broad functional group tolerance, and occur readily at room temperature under visible light irradiation Certain tertiary amine products generated through this method are formally endergonic relative to their constituent olefin and amine starting materials and thus are not accessible via direct coupling with conventional ground-state catalysts.

Science (Washington, DC, United States) published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Quality Control of 22693-41-0.

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

Coward, Daniel L. published the artcileRadically Initiated Group Transfer Polymerization of Methacrylates by Titanium Amino-Phenolate Complexes, COA of Formula: C16H20N2, the publication is Macromolecules (Washington, DC, United States) (2019), 52(9), 3252-3256, database is CAplus.

Radical initiation of Me methacrylate polymerizations mediated by titanium amino-phenolate complexes gave exceptional control without the need for any cocatalyst or activator. The polymerization proceeds not by a classical controlled radical or coordination insertion mechanism but via a unique bimetallic group transfer process. Detailed exptl. and computational studies support a polymerization mechanism with a titanium(IV)-enolate complex and a second titanium(III) complex that delivers an activated monomer and provides new insight into both titanium-mediated radical reactions and polymerizations

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 C16H20N2, COA of Formula: C16H20N2.

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

Pujo-Bouteille, Anne published the artcileNew podands and macrocycles containing “dioxazaphosphocane” moieties. Synthesis, structural determination and study of their binding and ionophoric properties with Ca²⁺ and Mg²⁺ cations, Synthetic Route of 5411-14-3, the publication is Tetrahedron (1998), 54(15), 3817-3826, database is CAplus.

The reactions of diacids with the bicyclophosphane lead to podands I (R = 1,3-C₆H₄, 1,3-C₆H₄CH₂, 4-C₆H₄OC₆H₄-4, CH₂CH₂OCH₂CH₂, CH₂CH₂OCH₂CH₂OCH₂CH₂, 1,2-CH₂CH₂OC₆H₄OCH₂CH₂) in which two dioxazaphosphocane moieties are linked by a more or less rigid spacer owing to the starting diacid. Macrocycles are obtained by cyclization of podands I (R = 1,3-C₆H₄, 1,3-C₆H₄CH₂) by way of Michaelis-Becker reaction. The formation of Ca²⁺ and Mg²⁺ complexes with I and ring cyclized products has been investigated by UV, IR and NMR spectroscopies. Liquid-liquid extraction studies show for macrocycles efficient extracting properties and good selectivities of Ca²⁺ towards Mg²⁺. The calcium transport across a chloroformic membrane agrees better with stability constants than with extraction data.

Tetrahedron published new progress about 5411-14-3. 5411-14-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2,2-(1,2-Phenylenebis(oxy))diacetic acid, and the molecular formula is C10H10O6, Synthetic Route of 5411-14-3.

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

Coscia, Rockford W. published the artcileDevelopment of a formal [4 + 1] cycloaddition: Pd(OAc)₂-catalyzed intramolecular cyclopropanation of 1,3-dienyl ¦Â-keto esters and MgI₂-promoted vinylcyclopropane-cyclopentene rearrangement, COA of Formula: C15H15OP, the publication is Journal of the American Chemical Society (2009), 131(7), 2496-2498, database is CAplus and MEDLINE.

A formal [4 + 1]-cycloaddition of 1,3-dienyl ¦Â-keto esters has been developed. This two step process involves Pd(II)-catalyzed intramol. cyclopropanation to produce vinylcyclopropanes, e.g., I, and a subsequent mild vinylcyclopropane-cyclopentene rearrangement promoted by MgI₂. The cyclopropanation method notably requires the use of Mg(ClO₄)₂, presumably to facilitate keto-enol tautomerization, and is greatly improved by the use of copper(II) isobutyrate as co-oxidant. A range of substrates with various substitution patterns is demonstrated.

Journal of the American Chemical Society published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, COA of Formula: C15H15OP.

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

Steiniger, Keri A. published the artcilePrimary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides, Formula: C15H15OP, the publication is Organic Letters (2021), 23(20), 8013-8017, database is CAplus and MEDLINE.

The efficient and regioselective hydrosilylation of epoxides co-catalyzed by a pentacarboxycyclopentadienyl (PCCP) diamide Ni complex and Lewis acid is reported. This method allows for the reductive opening of terminal, monosubstituted epoxides to form unbranched, primary alcs. A range of substrates including both terminal and nonterminal epoxides work, and a mechanistic rationale is provided. This work represents the 1st use of a PCCP derivative as a ligand for transition-metal catalysis.

Organic Letters published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C24H12, Formula: C15H15OP.

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

Pottie, Eline published the artcileSynthesis and Functional Characterization of 2-(2,5-Dimethoxyphenyl)-N-(2-fluorobenzyl)ethanamine (25H-NBF) Positional Isomers, Quality Control of 4230-93-7, the publication is ACS Chemical Neuroscience (2021), 12(9), 1667-1673, database is CAplus and MEDLINE.

Synthes of positional isomers of 25H-NBF, with two methoxy groups placed on different positions of the Ph group of the phenethylamine moiety. These isomers were then functionally characterized in an in vitro bioassay monitoring the recruitment of ¦Â-arrestin 2 to the 5-HT2AR through luminescent readout via the NanoBiT technol. The obtained results provide insight into the optimal substitution pattern of the Ph group of the phenethylamine moiety of N-benzyl derived substances, a feature so far mostly explored in the phenethylamines underived at the N-position. In the employed bioassay, the most potent substances were 24H-NBF (EC₅₀ value of 158 nM), 26H-NBF (397 nM), and 25H-NBF (448 nM), with 23H-NBF, 35H-NBF, and 34H-NBF yielding ¦ÌM EC50 values. A similar ranking was obtained for the compounds’ efficacy: taking as a reference LSD (lysergic acid diethylamide), 24H-, 26H-, and 25H-NBF had an efficacy of 106-107%, followed by 23H-NBF (96.1%), 34H-NBF (75.2%), and 35H-NBF (58.9%). The stronger activity of 24H-, 25H-, and 26H-NBF emphasizes the important role of the methoxy group at position 2 of the phenethylamine moiety for the in vitro functionality of NBF substances.

ACS Chemical Neuroscience published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Quality Control of 4230-93-7.

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