Category: 93-04-9

Li, Yang published the artcileTrifluoromethyl Selenoxides: Electrophilic Reagents for C-H Trifluoromethylselenolation of (Hetero)Arene, Safety of 2-Methoxynaphthalene, the publication is Organic Letters (2022), 24(16), 3009-3013, database is CAplus and MEDLINE.

Herein, designed and synthesized the new electrophilic trifluoromethylselenolation reagents, trifluoromethyl selenoxides I [X = H, CF₃, CN], which were easy to prepare and easy-to-handle and were not moisture or air sensitive. The selenoxides are successfully applied to metal-free C-H trifluoromethylselenolation of a series of (hetero)arenes to gave ((trifluoromethyl)selanyl)aryl ArSeCF₃ [Ar = 4-HOC₆H₄, 1H-indol-3-yl, (5-methoxycarbonyl-1H-pyrrol-3-yl), etc.].

Organic Letters 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, Safety of 2-Methoxynaphthalene.

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

Wu, Zhuo published the artcilePd-Catalyzed ipso,meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source, HPLC of Formula: 93-04-9, the publication is Journal of the American Chemical Society (2021), 143(12), 4524-4530, database is CAplus and MEDLINE.

A Me group can have a profound impact on the pharmacol. properties of organic mols. Hence, developing methylation methods and methylating reagents is essential in medicinal chem. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using di-Me carbonate as a Me source. In the presence of K₂CO₃ as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp³)-H/C(sp³)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biol. and pharmacol. active compounds

Journal of the American Chemical Society 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 C38H24F4O4P2, HPLC of Formula: 93-04-9.

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

Xu, Ren-Rui published the artcilePalladium-catalyzed cascade Heck-type cyclization and reductive aminocarbonylation for the synthesis of functionalized amides, Application In Synthesis of 93-04-9, the publication is Organic & Biomolecular Chemistry (2022), 20(13), 2605-2608, database is CAplus and MEDLINE.

A palladium-catalyzed Heck/carbonylative cyclization process was explored for the synthesis of functionalized amides. By using nitroarenes as readily accessible nitrogen sources, a variety of amide products, e.g., I (Ar = 4-MeC₆H₄, 2-ClC₆H₄, 1-naphthyl, 2-thienyl, 8-quinolinyl, etc.), was obtained from the corresponding o-iodoaryl alkenes, e.g., II, in moderate to excellent yields with good functional group compatibility. Furthermore, a late-stage modification of a natural mol. was also achieved by this protocol.

Organic & Biomolecular 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 C13H14N2O, Application In Synthesis of 93-04-9.

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

Liu, Bin published the artcileIonic liquid/boronic acid system enabled deuteration with D₂O, COA of Formula: C11H10O, the publication is Tetrahedron Letters (2022), 153968, database is CAplus.

The development of transition-metal free systems for multi-sites deuteration is important for the preparation of deuterium-labeled drugs and intermediates e.g, d-agomelatine. The ionic liquid [bmim]PF₆, which was able to promote highly efficient deuterodeborylation of boronic acids RB(OH)₂ [R = thianthren-1-yl, 1-benzothiophen-2-yl, 4-formyl-2-methoxyphenyl, etc.] with D₂O was reported. The ionic liquid/boronic acid system was successfully applied to the selective H/D exchange at various sp²/sp³ C-H positions. Moreover, unusual nucleophilic behaviors of nitrogen-containing heteroaromatics in ionic liquid were observed

Tetrahedron Letters 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, COA of Formula: C11H10O.

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

Liang, Ge published the artcileDirect C-H Thiolation for Selective Cross-Coupling of Arenes with Thiophenols via Aerobic Visible-Light Catalysis, SDS of cas: 93-04-9, the publication is Organic Letters (2021), 23(20), 8082-8087, database is CAplus and MEDLINE.

An aerobic metal-free, visible-light-induced regioselective thiolation of phenols with thiophenols is reported. The cross-coupling protocol exhibits great functional group tolerance and high regioselectivity. Mechanistic studies revealed that the disulfide radical cation plays a crucial role in the visible-light catalysis of aerobic thiolation. Simply controlling the equivalent ratio of substrates enables the selective formation of sulfide or sulfoxide products with high activity in a one-pot reaction.

Organic Letters 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, SDS of cas: 93-04-9.

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

Bole, Leonie J. published the artcileEnhancing Metalating Efficiency of the Sodium Amide NaTMP in Arene Borylation Applications, Formula: C11H10O, the publication is Angewandte Chemie, International Edition (2022), 61(26), e202204262, database is CAplus and MEDLINE.

Though LiTMP (TMP = 2,2,6,6-tetramethylpiperidide) is a commonly used amide, surprisingly the heavier NaTMP has hardly been utilized. Here, by mixing NaTMP with tridentate donor PMDETA (N,N,N’,N”,N”-pentamethyldiethylenetriamine), we provide structural, and mechanistic insights into the sodiation of non-activated arenes (e.g. anisole and benzene). While these reactions are low yielding, adding B(OiPr)₃ has a profound effect, not only by intercepting the C_Ar-Na bond, but also by driving the metalation reaction towards quant. formation of more stabilized sodium aryl boronates. Demonstrating its metalating power, regioselective C2-metalation/borylation of naphthalene has been accomplished contrasting with single-metal based protocols which are unselective and low yielding. Extension to other arenes allows for in situ generation of aryl boronates which can then directly engage in Suzuki-Miyaura couplings, furnishing a range of biaryls in a selective and efficient manner.

Angewandte Chemie, International Edition 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

Rivero-Crespo, Miguel A. published the artcilePreparation of Recyclable and Versatile Porous Poly(aryl thioether)s by Reversible Pd-Catalyzed C-S/C-S Metathesis, Computed Properties of 93-04-9, the publication is Journal of the American Chemical Society (2021), 143(50), 21331-21339, database is CAplus and MEDLINE.

Porous organic materials (polymers and COFs) have shown a number of promising properties; however, the lability of their linkages often limits their robustness and can hamper downstream industrial application. Inspired by the outstanding chem., mech. and thermal resistance of the 1D polymer polyphenylene sulfide (PPS), we have designed a new family of porous poly arylthioethers, synthesized via a mild Pd-catalyzed C-S/C-S metathesis-based method, that merges the attractive features common to porous polymers and PPS in a single material. In addition, the method is highly modular, allowing to easily introduce application-oriented functionalities in the materials for a series of environmentally relevant applications including metal capture, metal sensing and heterogeneous catalysis. Moreover, despite their extreme chem. resistance, the polymers can be easily recycled to recover the original monomers, offering an attractive perspective for their sustainable use. In a broader context, these results clearly demonstrate the untapped potential of emerging single-bond metathesis reactions in the preparation of new, recyclable materials.

Journal of the American Chemical Society 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, Computed Properties of 93-04-9.

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

Shishido, Ryosuke published the artcileGeneral Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis, Category: ethers-buliding-blocks, the publication is Journal of the American Chemical Society (2020), 142(33), 14125-14133, database is CAplus and MEDLINE.

Silylboranes R₃SiBpin were prepared by transition metal-catalyzed borylation of hydrosilanes R₃SiH with pinB-Bpin; versatility of silicon nucleophiles thus obtained is explored in coupling and conjugate addition reactions. Compared to carbon-based nucleophiles, the number of silicon-based nucleophiles that is currently available remains limited, which significantly hampers the structural diversity of synthetically accessible silicon-based mols. Given the high synthetic utility and ease of handling of carbon-based boron nucleophiles, silicon-based boron nucleophiles, i.e., silylboranes, have received considerable interest in recent years as nucleophilic silylation reagents that are activated by transition-metal catalysts or bases. However, the range of practically accessible silylboranes remains limited. In particular, the preparation of sterically hindered and functionalized silylboranes remains a significant challenge. Here, we report the use of rhodium and platinum catalysts for the direct borylation of hydrosilanes with bis(pinacolato)diboron, which allows the synthesis of new trialkylsilylboranes that bear bulky alkyl groups and functional groups as well as new dialkylarylsilylboranes that are difficult to synthesize via conventional methods using alkali metals. We further demonstrate that these compounds can be used as silicon nucleophiles in organic transformations, which significantly expands the scope of synthetically accessible organosilicon compounds compared to previously reported methods. Thus, the present study can be expected to inspire the development of efficient methods for novel silicon-containing bioactive mols. and organic materials with desirable properties. We also report the first ¹¹B{¹H} and ²⁹Si{¹H} NMR spectroscopic evidence for the formation of ⁱPr₃SiLi generated by the reaction of ⁱPr₃Si-B(pin) with MeLi.

Journal of the American Chemical Society 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 C16H14O6, Category: ethers-buliding-blocks.

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

Shanmugapriya, Ramasamy published the artcileMetal-chloroglynate ionic liquids: Catalytic application for friedel-crafts [F-C] reactions, HPLC of Formula: 93-04-9, the publication is Journal of the Indian Chemical Society (2021), 98(6), 100081, database is CAplus.

Various metal-containing ionic liquids were used as catalysts for Friedel-Crafts reactions. The reaction of R-X with benzene in the presence of M-IL (M = Fe, Zn, Cd, Cu) along with 1-glycyl-3-methylimidazolium chloride ([Gmim] Cl) ionic liquid, leads to the development of several key intermediates. Among them, metal-iron showed higher catalytic activity without organic solvents. This technique features high yield, a simple product isolation, ILs reusability and reduced waste discharge, thus rendering this catalytic system both effective and natural friendly.

Journal of the Indian Chemical Society 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 C10H14O, HPLC of Formula: 93-04-9.

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

Zhang, Jintong published the artcileNickel-Catalyzed Enantioselective Arylative Activation of Aromatic C-O Bond, COA of Formula: C11H10O, the publication is Journal of the American Chemical Society (2021), 143(44), 18380-18387, database is CAplus and MEDLINE.

The pioneering nickel-catalyzed cross-coupling of C-O electrophiles was unlocked by Wenkert in the 1970s; however, the transition-metal-catalyzed asym. activation of aromatic C-O bonds has never been reported. Herein the first enantioselective activation of an aromatic C-O bond is demonstrated via the catalytic arylative ring-opening cross-coupling of diarylfurans. This transformation is facilitated via nickel catalysis in the presence of chiral N-heterocyclic carbene ligands, and chiral 2-aryl-2′-hydroxy-1,1′-binaphthyl (ArOBIN) skeletons are delivered axially in high yields with high ee. Moreover, this versatile skeleton can be transformed into various synthetic useful intermediates, chiral catalysts, and ligands by using the CH- and OH-based modifiable sites. This chem. features mild conditions and good atom economy.

Journal of the American Chemical Society 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 C9H6FNO, COA of Formula: C11H10O.

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