Author: Jessica.F

Gonzalez-Lainez, Miguel; Jimenez, M. Victoria; Azpiroz, Ramon; Passarelli, Vincenzo; Modrego, F. Javier; Perez-Torrente, Jesus J. published the artcile< N-Methylation of Amines with Methanol Catalyzed by Iridium(I) Complexes Bearing an N,O-Functionalized NHC Ligand>, Safety of 2-Methoxy-N-methylaniline, the main research area is iridium complex imidazolylidenelutidine polydentate ligand preparation catalyst methylation aniline; crystal structure iridium complex containing imidazolylidenelutidine polydentate ligand; mol structure iridium complex containing imidazolylidenelutidine polydentate ligand.

A set of neutral [IrBr(L2)(κC-tBuImCH2PyCH2OMe)] and cationic [Ir(L2)(κ2C,N-tBuImCH2PyCH2OMe)]PF6 (L2 = cod, (CO)2) Ir(I) compounds featuring a flexible lutidine-derived polydentate ligand having NHC and -OMe as donor functions were evaluated as catalyst precursors for the N-methylation of aniline using MeOH both as a reducing agent and a C1 source. The carbonyl complexes are somewhat more active than the related diene compounds with the neutral compound [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] being the more active. A range of aromatic primary amines, including heterocyclic amines, were selectively transformed into the corresponding N-methylamino derivatives using this catalyst at a low catalyst loading (0.1 mol %) and substoichiometric amounts of Cs2CO3 (half equiv) as a base, in MeOH at 423 K. For aliphatic primary amines, selective N,N-dimethylation was achieved under the same catalytic conditions. The unselective deprotonation of the methylene linkers in [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] affords two isomeric neutral complexes featuring a coordinated dearomatized pyridine core, which were converted into [Ir(OMe)(CO)2(κC-tBuImCH2PyCH2OMe)] upon addition of MeOH. This compound undergoes thermal activation of a C-H bond of the tert-Bu group to give the cyclometalated Ir(I) complex [Ir(CO)2{κ2C,C-(-CH2Me2C-ImCH2PyCH2OMe)}] featuring a bidentate C,C-coordinated NHC ligand. Mechanistic studies support a borrowing H mechanism proceeding through Ir(I) intermediates with the methoxo complex as the catalytic active species and the cyclometalated complex as the catalyst resting state. D labeling experiments demonstrated that both species are in equilibrium under catalytic conditions, which is consistent with the exhibited catalytic activity of the cyclometalated complex.

Organometallics published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Safety of 2-Methoxy-N-methylaniline.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Tamiz, Amir P.; Whittemore, Edward R.; Woodward, Richard M.; Upasani, Ravindra B.; Keana, John F. W. published the artcile< Structure-activity relationship for a series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles: potent subtype-selective inhibitors of N-methyl-D-aspartate (NMDA) receptors>, Application In Synthesis of 52244-70-9, the main research area is neuroprotectant SAR tetrahydropyridoindole derivative NMDA receptor; structure tetrahydropyridoindole derivative NR1A2B NMDA receptor; neurodegenerative disorder tetrahydropyridoindole derivative neuroprotective SAR.

A series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles was synthesized as potential antagonists for the NR1A/2B subtype of N-methyl-D-aspartate (NMDA) receptors. Assayed by elec. recording under steady-state conditions, 7-hydroxy-2-(4-phenylbutyl)-1,2,3,4-tetrahydropyrido-[3,4-b]indole (30) was the most potent compound in the series having an IC50 value of 50 nM at the NR1A/2B receptors.

Bioorganic & Medicinal Chemistry Letters published new progress about Crystal structure. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Application In Synthesis of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Li, Shuguang; Wang, Yunxiang; Zhang, Jing; Zhao, Xiansi; Xu, Shihong published the artcile< Chemical components of edible oil fume in kitchen and its genotoxicity on Drosophila>, SDS of cas: 52244-70-9, the main research area is edible oil fume genotoxicity Drosophila.

The chem. components of the condensate of edible oil fume in kitchen and its genotoxicity on Drosophila were studied. The chem. components were analyzed by gas chromatog. and mass spectra (GC/MS) and the genotoxicity was studied by sex linked recessive lethal (SLRL) test in Drosophila. A total of 74 organic compounds were found in samples of condensed oil from the fume in kitchen. It included hydroxy acids, hydrocarbons, alcs., esters, aldehydes, ketones, aromatic compounds, and steroids, etc. The total mutagenicity rates in SLRL test induced by the samples at concentrations of 110, 320 and 960 mg/L were 0.1732%, 0.4306% and 0.1707% resp. The sterility rates of the first broods were 2.564%, 2.056% and 2.845% at above 3 concentrations resp. (P <0.05, as compared with the control). The mutagenicity rate of the second brood at 320 mg/L was 0.530% and of condensate of the third brood at 110 mg/L was 0.540% (P <0.001). Some of the compounds in the condensate of edible oil fume had high recessive lethal effect and genotoxic effect on the reproductive system of Drosophila. Weisheng Yanjiu published new progress about Alcohols Role: ADV (Adverse Effect, Including Toxicity), BSU (Biological Study, Unclassified), BIOL (Biological Study). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, SDS of cas: 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Li, Zhengyi; Li, Hu; Yang, Song published the artcile< Carboxylate-Functionalized Zeolitic Imidazolate Framework Enables Catalytic N-Formylation Using Ambient CO2>, Computed Properties of 10541-78-3, the main research area is carboxylate functionalized zeolitic imidazolate framework preparation recyclability; amine carbon dioxide ZIF catalyst formylation; amide preparation.

In this work, carboxylate-functionalized zeolitic imidazolate framework (F-ZIF-90) with good crystallinity and porosity was constructed from ZIF-90 and employed as a robust heterogeneous catalyst to boost the reductive N-functionalization of various amines with CO2 to furnish N-formyl compounds (up to 99% yield) in the presence of PhSiH3 under an ambient environment. The imidazole carboxylate species (COO-) can not only activate hydrosilane and CO2 to form the key intermediate formoxysilane but also activate amines to participate in the N-formylation reaction to obtain the target product. Moreover, it can enhance the catalyst capture and exchange ability toward ambient CO2. The powerful adsorption capacity of the F-ZIF-90 catalyst toward CO2 was conducive to elevating CO2 concentration around the active species. Theor. calculations showed that the carboxylate-mediated conversion path undergoes the transition state of hydrosilane activation with a relatively lower energy barrier (ΔG = 26.9 kcal mol-1). F-ZIF-90 exhibited good thermochem. stability with no obvious activity attenuation after repeated use 5 times. This strategy opens a new avenue based on ZIFs to develop heterogeneous catalysts for reductive upgrading of CO2.

Advanced Sustainable Systems published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Computed Properties of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Bofei; Zhong, Fangrui published the artcile< Practical and Asymmetric Synthesis of Apremilast Using Ellman's Sulfinamide as a Chiral Auxiliary>, Recommanded Product: (S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine, the main research area is apremilast preparation enantioselective imidation.

A new protocol for the asym. synthesis of apremilast using tert-butanesulfinamide as a chiral auxiliary was described. This synthetic route consisted of four steps starting from the com. available 3-hydroxy-4-methoxybenzaldehyde and apremilast was accordingly obtained in an overall 56% yield and with 95.5% ee.

Molbank published new progress about Enantioselective synthesis. 608141-42-0 belongs to class ethers-buliding-blocks, and the molecular formula is C12H19NO4S, Recommanded Product: (S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Ferry, Angelique; Guinchard, Xavier; Retailleau, Pascal; Crich, David published the artcile< Synthesis, Characterization, and Coupling Reactions of Six-Membered Cyclic P-Chiral Ammonium Phosphonite-Boranes; Reactive H-Phosphinate Equivalents for the Stereoselective Synthesis of Glycomimetics>, Reference of 52244-70-9, the main research area is protecting group phosphonite borane disaccharide glycoside synthesis phostone phosphonylation; alkaloid glycoside disaccharide glycomimetic coupling phosphonite borane stereoselective synthesis.

Stereoselective syntheses of P-chiral ammonium phosphonite-borane complexes in the gluco- and manno-like series have been developed from P(V) phostone derivatives The coupling reactions of these phostone donors with alcs. have been investigated with particular emphasis on the influence of protecting groups and conditions on stereoselectivity. The phosphonite-borane complexes may be applied directly in the coupling reactions and the products oxidized in situ to give phostone-mimetics of disaccharides. On the basis of these studies, successful protocols were established for the synthesis of β-gluco and α- and β-manno-configured phostones of primary alcs, e.g. I . Deprotection of the dimeric compounds leads to novel families of α- or β-(1→6)-linked glycomimetics.

Journal of the American Chemical Society published new progress about Alkaloids Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Reference of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cram, Donald J.; Tanner, Martin E.; Keipert, Steven J.; Knobler, Carolyn B. published the artcile< Host-guest complexation. 59. Two chiral [1.1.1]orthocyclophane units bridged by three biacetylene units providing a host to bind medium-sized organic guests>, Formula: C8H9BrO2, the main research area is orthocyclophane chiral preparation crystal structure; coordination dibenzotetraoxacyclodotetracontin chloroform cubane propylene oxide; crystal structure dibenzotetraoxacyclodotetracontin; host guest complexation orthocyclophane.

Title compounds I and II were prepared and complexed with CHCl3, cubane, CH2Cl, propylene oxide, Me3COH, and benzene. Thus, reaction of 4-bromo-3-methoxybenzyl alc. with P2O5-Et2O gave tribenzocyclononene III (R = Me, R1 = Br) which was methylated to give III (R1 = Me) (IV). IV was treated with BBr3 followed by HCCCH2Br to give III (R = CH2CCH, R1 = Me) (V). V reacted with Cu(OAc)2/O2 in pyridine to give I and II. The crystal structures of I and II were determined In (Cl3C)2CO as solvent the above mols. are bound by I with binding free energies that range from <4 to 5.7 kcal/mol. II failes to complex the above guests. Journal of the American Chemical Society published new progress about Coordination compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhou, Yali; Xu, Xingjun; Sun, Hongwei; Tao, Guanyu; Chang, Xiao-Yong; Xing, Xiangyou; Chen, Bo; Xu, Chen published the artcile< Development of highly efficient platinum catalysts for hydroalkoxylation and hydroamination of unactivated alkenes>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is platinum catalyst preparation; alkenyl alc platinum catalyst intramol hydroalkoxylation; alkene alc platinum catalyst intermol hydroalkoxylation; aminoalkene platinum catalyst intramol hydroamination; amine alkene platinum catalyst intramol hydroamination.

The design and discovery of “”donor-acceptor””-type platinum catalysts that were highly effective in both hydroalkoxylation and hydroamination of unactivated alkenes over a broad range of substrates under mild conditions were described. A number of alkene substitution patterns were accommodated, including tri-substituted, 1,1-disubstituted, (E)-disubstituted, (Z)-disubstituted and even mono-substituted double bonds. Detailed mechanistic investigations suggested a plausible pathway that included an unexpected dissociation/re-association of the electron-deficient ligand to form an alkene-bound “”donor-acceptor””-type intermediate. These mechanistic studies helped to understand the origins of the high reactivity exhibited by the catalytic system and provided a foundation for the rational design of chiral catalysts towards asym. hydrofunctionalization reactions.

Nature Communications published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Rodrigues, Fabio M. S.; Kucmierczyk, Peter K.; Pineiro, Marta; Jackstell, Ralf; Franke, Robert; Pereira, Mariette M.; Beller, Matthias published the artcile< Dual Rh-Ru Catalysts for Reductive Hydroformylation of Olefins to Alcohols>, SDS of cas: 52244-70-9, the main research area is alc preparation regioselective chemoselective; olefin reductive hydroformylation rhodium ruthenium catalyst; alcohols; homogeneous catalysis; rhodium; ruthenium; tandem reactions.

An active and selective dual catalytic system to promote domino hydroformylation-reduction reactions is described. Apart from terminal, di- and trisubstituted olefins, for the first time the less active internal C-C double bond of tetrasubstituted alkenes can also be utilized. As an example, 2,3-dimethylbut-2-ene is converted into the corresponding n-alc. with high yield (90 %) as well as regio- and chemoselectivity (>97 %). Key for this development is the use of a combination of Rh complexes with bulky monophosphite ligands and the Ru-based Shvo’s complex. A variety of aromatic and aliphatic alkenes can be directly used to obtain mainly linear alcs.

ChemSusChem published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, SDS of cas: 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhu, You-Quan; Hui, Li-Wen; Niu, Yun-Xia; Lv, Lin-Ge; Zhu, Kun published the artcile< Reaction of Cycloalkene-1-carboxamides with Aryl Boronates via Rhodium(III)-Catalyzed C-H Activation: A Versatile Route to 3,4-Cycloalkaquinolin-2(1H)-ones>, Quality Control of 190788-60-4, the main research area is cycloalkaquinolinone preparation; methoxycycloalkene carboxamide arylboronic acid pinacol ester heterocyclization rhodium catalyst.

Under rhodium(III) catalysis, substituted N-methoxycycloalkene-1-carboxamides I [X = CH2, O; Z = a bond, CH2; Y = CH2, N-C(O)OC(CH3)3; R1 = H, prop-1-en-2-yl] successfully reacted with aryl boronic acid pinacol esters II (R2 = 3-F, 4-C6H5O, 4-H3CO, etc.) to provide 3,4-cycloalkaquinolin-2(1H)-ones III (R3 = 9-F, 8-C6H5O, 8-H3CO, etc.) via direct functionalization of the β-alkenyl C-H bond and form C-C/C-N bond in one pot. The gram-scale synthesis of the title compound III (X = CH2; n = 1; Y = CH2; R1 = H; R3 = H) demonstrated the great synthetic utility of this methodol.

Advanced Synthesis & Catalysis published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent) (cycloalkene). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Quality Control of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem