Category: ethers-buliding-blocks

Wang, Zhifan published the artcileC(sp³)-H 1,3-diamination of cumene derivatives catalyzed by a dirhodium(II) catalyst, Application of 2-Isopropylanisole, the publication is Organic Chemistry Frontiers (2022), 9(12), 3274-3280, database is CAplus.

The simultaneous and direct amination of multiple inert Csp³-H bonds is a challenging method for C-N bond formation. Here, a radical sequential reaction mediated by a dirhodium(II) catalyst was developed for the successful one-step synthesis of 1,3-diamines via the interaction of cumene derivatives with N-fluorobenzenesulfonimide (NFSI). Mechanistic studies revealed that the reaction underwent an iterative radical polar crossover and desaturation activation procedure to achieve the activation of three adjacent C-H bonds. The synthesized diamine compounds were converted into useful functional mols. by further removal of phenylsulfonyl groups.

Organic Chemistry Frontiers 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 C18H23N3O4S, Application of 2-Isopropylanisole.

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

Zhang, Dejin published the artcileAn efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols, COA of Formula: C10H14O, the publication is New Journal of Chemistry (2021), 45(5), 2683-2687, database is CAplus.

A method of preparing aryl acetates ROC(O)CH₃ (R = Ph, 2-(propan-2-yl)phenyl, 4-fluorophenyl, 2,3,5-trimethylphenyl, etc.) by the carbonylation of aryl Me ethers ROCH₃ or phenols ROH under low CO pressure was developed. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments This method may provide a potential way for the utilization of lignin.

New Journal of 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 C10H2F12NiO4, COA of Formula: C10H14O.

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

Wei, Dongyue published the artcileN-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I), COA of Formula: C13H14N2O, the publication is Journal of Organic Chemistry (2021), 86(3), 2254-2263, database is CAplus and MEDLINE.

A manganese-catalyzed N-alkylation reaction of amines with alcs. via hydrogen autotransfer strategy was demonstrated. The developed practical catalytic system included an inexpensive, nontoxic, com. available MnCl₂ or MnBr(CO)₅ as the metal salt and triphenylphosphine as a ligand provided access to diverse aromatic, heteroaromatic, and aliphatic secondary amines in moderate-to-high yields. In addition, this operationally simple protocol was scalable to the gram level and suitable for synthesizing heterocycles such as indole and resveratrol-derived amines known to be active for Alzheimer’s disease.

Journal of Organic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C8H8O2, COA of Formula: C13H14N2O.

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

Zhao, Lingyue published the artcileDesign, synthesis, and biological evaluation of arylmethylpiperidines as Kv1.5 potassium channel inhibitors, Product Details of C8H11NO, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2022), 37(1), 462-471, database is CAplus and MEDLINE.

Kv1.5 potassium channel, encoded by KCNA5, is a promising target for the treatment of atrial fibrillation, one of the common arrhythmia. A new series of arylmethylpiperidines derivatives based on were synthesized and evaluated for their ability to inhibit Kv1.5 channel. Among them, compound showed good inhibitory activity (IC50 = 0.72 μM), preferable anti-arrhythmic effects and favored safety. These results indicate that can be a promising Kv1.5 inhibitor for further studies.

Journal of Enzyme Inhibition and Medicinal Chemistry 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 C4H5NS2, Product Details of C8H11NO.

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

Gao, Yang published the artcilePractical synthesis of 3-aryl anthranils via an electrophilic aromatic substitution strategy, Formula: C11H10O, the publication is Chemical Science (2022), 13(7), 2105-2114, database is CAplus and MEDLINE.

A practical route for the synthesis of valuable 3-aryl anthranils from readily available anthranils and simple arenes by using the classical electrophilic aromatic substitution (EAS) strategy was reported. This transformation goes through an electrophilic substitution and rearomatisation sequence by employing Tf₂O as an effective activator. A wide range of arenes were compatible in this transformation, delivering various structurally diversified 3-aryl anthranils in good yields and high regioselectivity. In addition, a variety of readily available feedstocks such as olefins, alkenyl triflates, silyl enolethers, carbonyl compounds, thiophenols and thiols could also participate in the reaction to achieve the C3 alkenylation, alkylation and thioetherification of anthranils. Of note, the synthesized 3-aryl anthranils proved to be a highly robust platform to access a series of biol. active compounds, drug derivatives and organic optoelectronic materials.

Chemical Science published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Formula: C11H10O.

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

Dong, Wenbo published the artcileA highly stable all-in-one photocatalyst for aryl etherification: the Ni^II embedded covalent organic framework, Name: 2-Methoxynaphthalene, the publication is Green Chemistry (2021), 23(16), 5797-5805, database is CAplus.

The efficient conversion of aryl bromides to the corresponding aryl alkyl ethers by dual Ni/photocatalysis has seen great progress, but difficulties of recycling the photosensitizer or Ni complexes cause problems of sustainability. Here, the authors report the design of a novel, highly stable vinyl bridge 2-dimensional covalent organic framework (COF) containing Ni, which combines the role of photosensitizer and reactive site. The as-prepared sp²c-COF_dpy-Ni acts as an efficient heterogeneous photocatalyst for C-O cross coupling. The sp²c-COF_dpy-Ni can be completely recovered and used repeatedly without loss of activity, overcoming the limitations of the prior methods. Preliminary studies reveal that strong interlayer electron transfer may facilitate the generation of the proposed intermediate sp²c-COF_dpy-Ni^I in a bimol. and self-sustained manner. This all-in-one heterogeneous photocatalyst exhibits good compatibility of substrates and tolerance of functional groups. The successful attempt to expand the 2-dimensional COFs with this new catalyst into photocatalytic organic transformation opens an avenue for photoredox/transition metal mediated coupling reactions.

Green Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Name: 2-Methoxynaphthalene.

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

Ye, Zongren published the artcileDisarming the alkoxide trap to access a practical FeCl₃ system for borrowing-hydrogen N-alkylation, Computed Properties of 52818-63-0, the publication is Organic Chemistry Frontiers, database is CAplus.

Borrowing hydrogen N-alkylation is one of the most valuable transformations in organic synthesis, with high selectivity and at. economy. The general non-noble metal catalysts for borrowing hydrogen usually have limitations on operational convenience or catalytic efficiency. In particular, the development of practical and mild Fe(III) catalysis is a big challenge due to the alkoxide trap in terms of d-wall issues. Inspired by the theor. design, utilizing an in situ reaction strategy to overcome the alkoxide trap of Fe(III), authors present here a practical in situ ferric chloride and bis-(N-heterocyclic carbene) (bis-NHC) system for the borrowing-hydrogen N-alkylation of amines by alcs. under mild reaction conditions, attributed to the merits of bis-NHC in strong-field ligands, strong σ-donation and π-back-donation, and the trans effect. This system was applied to a wide range of alcs. and amines. Through comprehensive experiments and DFT calculations, the mechanism of the reaction was studied, which highlighted the roles of strong-field ligands, strong σ-donation and π-back-donation, and the trans effect by bis-NHC in ensuring the in situ reduction of Fe(III) to Fe(II) and triggering the borrowing of hydrogen under mild conditions.

Organic Chemistry Frontiers published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C24H29N5O3, Computed Properties of 52818-63-0.

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

Lillich, Felix F. published the artcileStructure-Based Design of Dual Partial Peroxisome Proliferator-Activated Receptor γ Agonists/Soluble Epoxide Hydrolase Inhibitors, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Journal of Medicinal Chemistry (2021), 64(23), 17259-17276, database is CAplus and MEDLINE.

A dual partial PPARγ agonist/sEH inhibitor using a structure-guided approach was designed. Exhaustive structure-activity relationship studies lead to the successful optimization of the designed lead. Crystal structures of one representative compound with both targets revealed potential points for optimization. The optimized compounds exhibited favorable metabolic stability, toxicity, selectivity, and desirable activity in adipocytes and macrophages.

Journal of Medicinal Chemistry 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 C8H11NO, Recommanded Product: (2-Methoxyphenyl)methanamine.

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

Weeks, Kellie L. published the artcileA three-step enantioselective synthesis of (+)- and (-)-α-thujone, Formula: C21H37BO, the publication is Organic & Biomolecular Chemistry (2021), 19(37), 8018-8020, database is CAplus and MEDLINE.

The stereocontrolled three-step synthesis of either enantiomer of α-thujone from com. available 3-methyl-1-butyne is described. The enantioselectivity originates from a Brown crotylation which is then conferred to the all-carbon quaternary center via chirality transfer in a gold-catalyzed cycloisomerization. The route is highly atom economical and requires no protecting groups or redox manipulations.

Organic & Biomolecular Chemistry 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 C5H5NO3S, Formula: C21H37BO.

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

Molander, Gary A. published the artcileAccessing Molecularly Complex Azaborines: Palladium-Catalyzed Suzuki-Miyaura Cross-Couplings of Brominated 2,1-Borazaronaphthalenes and Potassium Organotrifluoroborates, Product Details of C8H11BO3, the publication is Journal of Organic Chemistry (2014), 79(14), 6663-6678, database is CAplus and MEDLINE.

Despite their potential applications in both medicinal chem. and materials science, there have been limited reports on the functionalization of 2,1-borazaronaphthalenes since their discovery in 1959. To access new chem. space and build mol. complexity, the Suzuki-Miyaura cross-coupling of brominated 2,1-borazaronaphthalenes has been investigated. The palladium-catalyzed cross-coupling proceeds with an array of potassium (hetero)aryltrifluoroborates in high yield with low catalyst loadings under mild reaction conditions. By the use of a high-yielding bromination of various 2,1-borazaronaphthalenes to generate electrophilic azaborine species, a library of 3-(hetero)aryl and 3,6-diaryl-2,1-borazaronaphthalenes has been synthesized.

Journal of Organic Chemistry published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C8H11BO3, Product Details of C8H11BO3.

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