Month: December 2022

Yamamoto, Hirofumi published the artcileHg(OTf)₂-catalyzed cycloisomerization of aryl- and hetero-substituted 1,3-dienes, Recommanded Product: Allyldiphenylphosphine oxide, the publication is Chemistry Letters (2010), 39(8), 830-831, database is CAplus.

The authors developed Hg(OTf)₂-catalyzed Friedel-Crafts-like cycloisomerization of 7-arylhepta-1,3-dienes to give propenyl-substituted tetrahydronaphthalenes in excellent catalytic turnover under very mild conditions. 1,3-Dienyl sulfonamides and 1,3-dienyl alcs. were also efficiently cyclized to afford heterocyclic compounds

Chemistry 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 C14H12N2S, Recommanded Product: Allyldiphenylphosphine oxide.

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

Nagasaki, Takeshi published the artcileSolvent extraction of transition metal cations by calixarene-based cyclic ligands, Computed Properties of 1798-04-5, the publication is Bulletin of the Chemical Society of Japan (1992), 65(2), 471-5, database is CAplus.

Calix[n]arenes (n =4 and 6) bearing carboxyl group (1_n), hydroxamate groups (2_n), and dimethylamino groups (3_n) on the lower rim and their monomeric analogs (1₁, 2₁, and 3₁) were synthesized to estimate selective extraction of transition metal cations from the aqueous phase to the organic (chloroform) phase. 1₄ And 1₆ showed the selectivity toward Fe³⁺, Cu²⁺, Zn²⁺, and Pd²⁺. In particular, 1₆ showed the unusually high extractability toward Fe³⁺. 2₄ And 2₆ showed the selectivity toward Fe³⁺, Cu²⁺, and Pd²⁺, but only Fe³⁺ was extracted to a significant extent at pH 2.2, the order of the extractability being 2₆ > 2₄ > 2₁. 3₄ And 3₆ showed the selectivity toward Pd²⁺ and Pt⁴⁺. The detailed examination of the extraction mechanism established that the ion-pair extraction mechanism is operative in Pt⁴⁺ (i.e., extracted as [PtCl₆]^2-) whereas both the ion-pair extraction mechanism and the chelate-complex extraction mechanism are operative in Pd²⁺ i.e., extracted as [PdCl₄]^2- in the ion-pair extraction mechanism). The results indicate that the ligand groups circularly arranged on the lower rim of the calixarene cavity form novel binding sites for transition metal cations.

Bulletin of the Chemical Society of Japan 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, Computed Properties of 1798-04-5.

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

Nagasaki, Takeshi published the artcileSynthesis and solvent extraction studies of novel calixarene-based uranophiles bearing hydroxamic groups, SDS of cas: 1798-04-5, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1991), 1063-6, database is CAplus.

Calix[n]arene-based uranophiles [I; n = 4 (II), 6 (III)] bearing hydroxamic groups on the lower rim have been synthesized and the extractability (Ex%) and the selectivity towards uranyl ion (UO₂²⁺) estimated in a two-phase (water-chloroform) solvent extraction system. Ex% for II and III increases from pH 2 and saturation is reached at around pH 5 where 100% extractability occurs. Since the pK_a values for hydroxamic acids are 8-9, the apparent pK_a shift caused by the UO₂²⁺-complexation amounts to 6-7 pK units. Extraction of UO₂²⁺ from aqueous carbonate solution established that III in the organic phase can compete efficiently with CO₃^2- ions in the aqueous phase for UO₂²⁺ whereas in II and a calix[6]arene-based uranophile bearing six carboxy groups, UO₂²⁺ is reextracted to the aqueous phase. The difference indicates that III which has the hexacoordination geometry preorganized for the binding of UO₂²⁺, is superior to II as a uranophile. The selectivity of III is superior to the uranophile bearing six carboxy groups. The Ex% values for III are scarcely affected by the addition of competing metal cations (except Fe³⁺). These results shows that III serves as an excellent UO₂²⁺-selective extraction reagent.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) 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, SDS of cas: 1798-04-5.

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

Komoda, Kazuki published the artcileSolvent-Promoted Catalyst-Free Nucleophilic Fluoroalkylation of Aldehydes, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is ChemistrySelect (2019), 4(8), 2374-2378, database is CAplus.

Fluoroalkyl silanes are useful building blocks for nucleophilic introduction of fluoroalkyl groups into organic mols. In general, fluoroalkyl silanes per se are stable compounds, but they are amenable to reactions as fluoroalkyl anion equivalent in the presence of base such as fluoride ion. Usually, KF acts as a good catalyst for nucleophilic fluoroalkylation of carbonyl compounds To avoid the use of hygroscopic fluoride salts, we have developed a convenient catalyst-free method for nucleophilic fluoroalkylation of aldehydes and ketones by the use of fluoroalkyl silanes. Trifluoromethyl(trimethyl)silane (Me₃Si-CF₃), and other fluoroalkyl silanes (Me₃Si-R_f) underwent solvent-promoted nucleophilic addition to aldehydes smoothly to give fluoroalkylated alcs. in good yields. In the present reactions, the use of polar solvents such as DMSO, DMF or NMP is essential to the formation of 1,2-adducts.

ChemistrySelect published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Matsufuji, Tetsuyoshi published the artcileDiscovery of novel chiral diazepines as bombesin receptor subtype-3 (BRS-3) agonists with low brain penetration, Formula: C15H14O3, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(3), 750-755, database is CAplus and MEDLINE.

The discovery and optimization of a novel series of BRS-3 agonists are described. We explored a potent BRS-3 agonist with low brain penetration to avoid an adverse effect derived from central nervous system exposure. Through the derivatization process, chiral diazepines I (R¹ = iso-Bu, 2-methylpyridin-5-yl) were identified as possessing low brain penetration as well as potent in vitro activity against human and mouse BRS-3s.

Bioorganic & Medicinal Chemistry Letters 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, Formula: C15H14O3.

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

Matsufuji, Tetsuyoshi published the artcileSynthesis and biological evaluation of novel chiral diazepine derivatives as bombesin receptor subtype-3 (BRS-3) agonists incorporating an antedrug approach, Recommanded Product: 2-(3-(Benzyloxy)phenyl)acetic acid, the publication is Bioorganic & Medicinal Chemistry (2015), 23(1), 89-104, database is CAplus and MEDLINE.

Novel compounds based on the lead BRS-3 agonists from our HTS compounds have been synthesized with the focus on obtaining peripheral BRS-3 agonists. To identify potent anti-obesity compounds without adverse effects on the central nerve system, a labile carboxylic ester with an antedrug functionality was introduced onto the terminal position. Through the extensive synthetic exploration and the pharmacokinetic studies of oral administration in mice, the phenol ester I was selected due to the most suitable pharmacol. profile. In the evaluation of food intake suppression in B6 mice, I showed significant in vivo efficacy and no clear adverse effect on heart rate and blood pressure change in dog iv infusion. Our study paved the way for development of anti-diabetes and obesity drugs with a safer profile.

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, Recommanded Product: 2-(3-(Benzyloxy)phenyl)acetic acid.

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

Yonemoto, Katsumi published the artcileReaction of 1,4,2-dithiazolium salts with amino compounds, Quality Control of 6972-05-0, the publication is Bulletin of the Chemical Society of Japan (1988), 61(11), 4043-9, database is CAplus.

Systematic studies on the behavior of 1,4,2-dithiazolium cations I (R = Et, R¹ = Ph, 4-ClC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄; NR² = NMe₂, NPhMe, morpholino, R¹ = Ph) toward various amino compounds (ammonia, aliphatic and aromatic amines, hydrazine, semicarbazide, thiosemicarbazide derivatives, etc.) were performed. The reaction pathway could be classified into three types, depending on three possible fission modes of the initially formed adduct. The main products were 5-imino-1,4,2-dithiazole, thiourea, and 1,3,4-thiadiazole derivatives, through the three different pathways, resp. In order to clarify the factors controlling the reaction courses, the reactions of I with p-substituted aniline derivatives were carried out under systematically varying conditions. The strength of bases and the polarity of solvents had clear influence on the reactivity. The reaction mechanism is also discussed.

Bulletin of the Chemical Society of Japan published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C7H7IN2O, Quality Control of 6972-05-0.

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

Yamada, Takayuki published the artcileFormal Lossen Rearrangement/[3+2] Annulation Cascade Catalyzed by a Modified Cyclopentadienyl Rh^III Complex, SDS of cas: 1293990-73-4, the publication is Chemistry – A European Journal (2018), 24(22), 5723-5727, database is CAplus and MEDLINE.

It has been established that a cyclopentadienyl Rh^III complex with two Ph groups and a pendant amide moiety catalyzes the formal Lossen rearrangement/[3+2] annulation cascade of N-pivaloyl benzamides and acrylamides with alkynes leading to substituted indoles and pyrroles. Mechanistic studies revealed that this cascade reaction proceeds via not the Lossen rearrangement to form anilides or enamides but C-H bond cleavage, alkyne insertion, and the formal Lossen rearrangement.

Chemistry – A European Journal published new progress about 1293990-73-4. 1293990-73-4 belongs to catalysis-chemistry, auxiliary class Aliphatic Chain, name is O-Pivaloylhydroxylamine trifluoromethanesulfonate, and the molecular formula is C7H8BBrO3, SDS of cas: 1293990-73-4.

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

Yamada, Takayuki published the artcileFormal Lossen Rearrangement/Alkenylation or Annulation Cascade of Heterole Carboxamides with Alkynes Catalyzed by CpRh^III Complexes with Pendant Amides, Recommanded Product: O-Pivaloylhydroxylamine trifluoromethanesulfonate, the publication is Chemistry – A European Journal (2019), 25(70), 16022-16031, database is CAplus and MEDLINE.

A cyclopentadienyl (Cp) Rh^III complex with two aryl groups and a pendant amide moiety catalyzed the formal Lossen rearrangement/alkenylation cascade of N-pivaloyl heterole carboxamides with internal alkynes was reported which led to alkenylheteroles. Interestingly, the use of sterically demanding internal alkynes afforded not the alkenylation but the [3+2] annulation products ([5,5]-fused heteroles). In these reactions, the pendant amide moiety of the CpRh^III complex may accelerate the formal Lossen rearrangement. The use of five-membered heteroles may deter reductive elimination to form strained [5,5]-fused heteroles; instead, protonation proceeded to give the alkenylation products. Bulky alkyne substituents accelerated the reductive elimination to allow the formation of the [5,5]-fused heteroles.

Chemistry – A European Journal published new progress about 1293990-73-4. 1293990-73-4 belongs to catalysis-chemistry, auxiliary class Aliphatic Chain, name is O-Pivaloylhydroxylamine trifluoromethanesulfonate, and the molecular formula is C8H5IO, Recommanded Product: O-Pivaloylhydroxylamine trifluoromethanesulfonate.

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

Matsuo, Jun-ichi published the artcileA convenient method for the synthesis of nitrones by oxidation of N,N-disubstituted hydroxylamines with N-t-butylbenzenesulfinimidoyl chloride, COA of Formula: C10H15NS, the publication is ARKIVOC (Gainesville, FL, United States) [online computer file] (2001), 58-65, database is CAplus.

Various N,N-disubstituted hydroxylamines were smoothly oxidized to the corresponding nitrones under mild conditions (at -78¡ãC) by using N-t-butylbenzenesulfinimidoyl chloride and DBU in methylene chloride. Intermol. 1,3-dipolar cycloaddition of thus formed nitrones with certain kinds of olefins was also performed by one-pot procedure.

ARKIVOC (Gainesville, FL, United States) [online computer file] published new progress about 19117-31-8. 19117-31-8 belongs to catalysis-chemistry, auxiliary class Oxidant, name is N-(tert-Butyl)-S-phenylthiohydroxylamine, and the molecular formula is C10H15NS, COA of Formula: C10H15NS.

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