Month: December 2022

Tasnim, Tarannum published the artcileRadical Perfluoroalkylation Enabled by a Catalytically Generated Halogen Bonding Complex and Visible Light Irradiation, Safety of 1,2-Dimethoxybenzene, the publication is Organic Letters (2022), 24(1), 446-450, database is CAplus and MEDLINE.

Exploiting charge-transfer complexes in visible light-promoted single-electron redox reactions is a promising route for opening novel synthetic pathways, and catalytic approaches to complex formation are critical for facilitating this chem. This report describes the use of a substituted hydroquinone catalyst to promote radical perfluoroalkylation reactions. Mechanistic studies indicate that the reaction is initiated through formation of a visible light-absorbing halogen bonding complex between the hydroquinone catalyst and the perfluoroalkyl halide radical precursor.

Organic Letters published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C39H35N5O8, Safety of 1,2-Dimethoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wang, Chao published the artcileCopper-Catalyzed Three-Component Cascade Reaction of Benzaldehyde with Benzylamine and Hydroxylamine or Aniline: Synthesis of 1,2,4-Oxadiazoles and Quinazolines, Safety of (2-Methoxyphenyl)methanamine, the publication is Advanced Synthesis & Catalysis (2021), 363(11), 2825-2833, database is CAplus.

The analogous three-component synthesis strategy for substituted 1,2,4-oxadiazoles and quinazolines derivatives from readily available benzaldehydes, benzylamines and hydroxylamine or anilines was developed. Both the cascade reaction sequences involved nucleophilic addition of C-N bond, introduction a halogen donor, nucleophilic substitution and Cu(II)-catalyzed aerobic oxidation This synthesis methodol. demonstrated good yields, broad substrate scope and oxygen as a green oxidant. Thus, this synthesis protocol provided strategies for the construction of substituted 1,2,4-oxadiazole and quinazolines from readily and simple starting materials.

Advanced Synthesis & Catalysis published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C13H15NO6S, Safety of (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Paterson, Ian published the artcileSynthetic studies towards iriomoteolide 1a: stereocontrolled construction of C1-C9 and C11-C23 segments using lactate aldol chemistry, HPLC of Formula: 99438-28-5, the publication is Synlett (2010), 571-574, database is CAplus.

Nonracemic undecenal I (TES = Et₃Si) and nonracemic butenyldihydropyranone II (PMB = 4-MeOC₆H₄CH₂), C13-C23 and C1-C9 segments of the cytotoxic macrolide iriomoteolide 1a III, are prepared using stereoselective boron-mediated aldol additions (using both enantiomers of a nonracemic lactate-derived ketone) and a Suzuki-Miyaura cross-coupling reaction as the key steps.

Synlett published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, HPLC of Formula: 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Karmel, Caleb published the artcileIridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand, Category: ethers-buliding-blocks, the publication is Angewandte Chemie, International Edition (2020), 59(15), 6074-6081, database is CAplus and MEDLINE.

The steric effects of substituents on five-membered rings are less pronounced than those on six-membered rings because of the difference in bond angles. Thus, the regioselectivities of reactions of five-membered heteroarenes that occur with selectivities dictated by steric effects, such as the borylation of C-H bonds, were poor in many cases. The authors report that the silylation of five-membered-ring heteroarenes occurs with high sterically derived regioselectivity when catalyzed by the combination of [Ir(cod)(OMe)]₂ (cod = 1,5-cyclooctadiene) and a phenanthroline ligand or a new pyridyl-imidazoline ligand that further increases the regioselectivity. The silylation reactions with these catalysts produce high yields of heteroarylsilanes from functionalization at the most sterically accessible C-H bonds of these rings under conditions that the borylation of C-H bonds with previously reported catalysts formed mixtures of products or products that are unstable. The heteroarylsilane products undergo cross-coupling reactions and substitution reactions with ipso selectivity to generate heteroarenes that bear halogen, aryl, and perfluoroalkyl substituents.

Angewandte Chemie, International Edition published new progress about 1073339-22-6. 1073339-22-6 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sun, Huikai published the artcileSynthesis of (+)-B-allyldiisopinocampheylborane and its reaction with aldehydes, Application In Synthesis of 99438-28-5, the publication is Organic Syntheses (2011), 87-101, database is CAplus and MEDLINE.

(+)-B-allyldiisopinocampheylborane (I) was prepared from (+)-B-methoxydiisopinocampheylborane and allylmagnesium bromide. Allylboration of achiral aldehydes by I gave secondary homoallylic alcs. stereoselectively. E.g., reaction of I and MeCHO gave 74% alc. (II). Allylboration of chiral aldehydes was also studied.

Organic Syntheses published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C28H41N2P, Application In Synthesis of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Huh, Chan Woo published the artcileHighly Stereoselective and Modular Syntheses of 10-Hydroxytrilobacin and Three Diastereomers via Stereodivergent [3 + 2]-Annulation Reactions, Category: ethers-buliding-blocks, the publication is Organic Letters (2008), 10(15), 3371-3374, database is CAplus and MEDLINE.

A convergent synthesis of the annonaceous acetogenin, 10-hydroxytrilobacin (I), was accomplished by using the [3+2]-annulation reaction of tetrahydrofuranyl carboxaldehyde II and allylsilane III. The stereodivergency of the [3+2]-annulation reaction made it possible to achieve modular, highly stereoselective syntheses of three 10-hydroxytrilobacin diastereomers from the same precursors by using simple modifications of reaction conditions.

Organic Letters published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Makowski, Philippe published the artcileChlorine borrowing: An efficient method for an easier use of alcohols as alkylation agents, Recommanded Product: 2-Isopropylanisole, the publication is Green Chemistry (2009), 11(1), 34-37, database is CAplus.

Chlorine functionalized tin dioxide nanoparticles proved able to partially convert alcs. into the corresponding chlorides, which act as alkylation agents with an increased electrophilicity, as evidenced on ether formation and Friedel-Crafts reactions.

Green Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Recommanded Product: 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kunzek, Herbert published the artcileSelectively S-protected cysteine peptides. IV. Synthesis of cysteine peptides using the S-ethylthio protecting group. II, Formula: C2H8Cl2N4S2, the publication is Journal fuer Praktische Chemie (Leipzig) (1980), 322(2), 186-98, database is CAplus.

S-Guanylthiocysteine was treated with RSH (R = Et, Me₂CH) to give H-Cys(SR)-OH, which were treated with R¹F [R¹ = p-PhC₆H₄CMe₂O₂C (Bpoc), PhCMe₂O₂C (Ppoc)] to give R¹-Cys(R)-OH (R = Et, R¹ = Bpoc, Ppoc; R = CHMe₂, R¹ = Ppoc). Bpoc-Cys(SEt)-OH and Ppoc-Cys(SEt)-OH were used in the conventional solution synthesis of H-Val-Cys(SEt)-Ala-Leu-OCMe₃, which was coupled to BOC-Cys(SEt)-Cys(Dpm)-Ala-Gly-OH (BOC = Me₃CO₂C, Dpm = CHPh₂) by dicyclohexylcarbodiimide/N-hydroxybenzotriazole to give BOC-Cys(SEt)-Cys(Dpm)Ala-Gly-Val-Cys(SEt)-Ala-Leu-OCM₃ (I). In the above synthesis, the EtS group was stable in all steps, including deprotection of Bpoc and Ppoc group. I was EtS-deblocked by HSCH₂CH₂OH to give BOC-Cys-Cys(Dpm)-Ala-Gly-Val-Cys-Ala-Leu-OCMe₃, which was oxidized to give protected insulin A 6-13 analog II.

Journal fuer Praktische Chemie (Leipzig) published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Formula: C2H8Cl2N4S2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wang, Baohe published the artcileIsobaric Vapor-Liquid Equilibria for (Water + 1-Methoxy-2-propanol), (Water + 2-Methoxy-1-propanol), and (1-Methoxy-2-propanol + 2-Methoxy-1-propanol) at 101.3 kPa, Related Products of ethers-buliding-blocks, the publication is Journal of Chemical & Engineering Data (2017), 62(4), 1341-1347, database is CAplus.

Isobaric vapor-liquid equilibrium (VLE) data were measured at 101.3 kPa for three binary systems (water + 1-methoxy-2-propanol), (water + 2-methoxy-1-propanol), and (1-methoxy-2-propanol + 2-methoxy-1-propanol) by using a modified Rose-Williams still, in which both vapor and liquid phases circulate continuously. Pos. deviations and azeotropic behaviors were found in systems (water + 1-methoxy-2-propanol) and (water + 2-methoxy-1-propanol), while a neg. deviation was found in the system (1-methoxy-2-propanol + 2-methoxy-1-propanol). All of the exptl. VLE data for the three binary systems were tested and verified to be thermodynamically consistent by the Herington area test and Van Ness point test. The nonideality of the vapor phase was corrected by the Hayden-O’Connell method. The exptl. isobaric VLE data were correlated by using the universal quasichem. (UNIQUAC) and nonrandom two-liquid (NRTL) models, and the binary interaction parameters for the two models were reported. Results showed that both models correlated the exptl. data with good accuracy.

Journal of Chemical & Engineering Data published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C9H7NO2, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Bowie, John H. published the artcileSolvent effects in nuclear magnetic resonance spectroscopy. X. Solvent shifts induced by benzene in ortho-and meta-substituted methoxybenzenes, Product Details of C10H14O, the publication is Journal of the Chemical Society [Section] B: Physical Organic (1967), 535-40, database is CAplus.

Solvent shifts (Δ = δCCl4-δC6H6 ppm.) for the methoxyl protons of meta-substituted anisoles correlate with σm of the substituent, but for ortho-substituted anisoles a better correlation between Δ and the dipole moment is found. The effect of introducing a methoxyl group ortho to a substituent in a benzene ring is to make the Δ values for protons in that substituent more neg. In the compounds examined, protons α to the benzene ring (Ar-CH) and attached to a substituent situated between two o-methoxyl groups are only shielded (0.4-0.6 ppm.) in benzene relative to CCl4. On the basis of the observed shifts the orientating effect of an aromatic methoxyl function in a solute upon benzene solvent mols. may be surmised.

Journal of the Chemical Society [Section] B: Physical Organic published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Product Details of C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem