Day: October 13, 2022

In 2022,Xi, Yang; Huang, Wenyi; Wang, Chenchen; Ding, Haojie; Xia, Tingting; Wu, Licheng; Fang, Ke; Qu, Jingping; Chen, Yifeng published an article in Journal of the American Chemical Society. The title of the article was 《Catalytic Asymmetric Diarylation of Internal Acyclic Styrenes and Enamides》.Safety of 2,5-Dimethoxytetrahydrofuran The author mentioned the following in the article:

Enantioselective transformations of olefins are among the most important strategies for the asym. synthesis of organic compounds Chemo-, diastereo-, and stereoselective control of reactions with internal acyclic alkenes for the construction of functionalized acyclic alkanes still remain a persistent challenge. Here, authors report a palladium-catalyzed asym. regiodivergent Heck-type diarylation of internal acyclic alkenes. The 1,2-diarylation of two accessible acyclic alkenes, cinnamyl carbamates and enamides with diazonium salts and aromatic boronic acids, furnishes products containing vicinal stereogenic centers via the stereospecific formation of carbonyl coordination-assisted transient palladacycles. Moreover, the asym. migratory diarylation of enamides enables the formation of incontiguous stereocenters by an interrupted diastereoselective 1,3-chain-walking process. This protocol streamlines access to highly functionalized multisubstituted enantioenriched carbamates and amine derivatives which are embedded in the key biol. active motifs. In the experiment, the researchers used 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Safety of 2,5-Dimethoxytetrahydrofuran)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Safety of 2,5-Dimethoxytetrahydrofuran

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Electric Literature of C4H6O3On October 11, 2019 ,《Non-targeted analysis of the particulate phase of heated tobacco product aerosol and cigarette mainstream tobacco smoke by thermal desorption comprehensive two-dimensional gas chromatography with dual flame ionisation and mass spectrometric detection》 was published in Journal of Chromatography A. The article was written by Savareear, Benjamin; Escobar-Arnanz, Juan; Brokl, Michal; Saxton, Malcolm J.; Wright, Chris; Liu, Chuan; Focant, Jean-Francois. The article contains the following contents:

An anal. methodol. based on thermal desorption and comprehensive two-dimensional gas chromatog. with dual time-of-flight mass spectrometry and flame ionization detection (TD-GC × GC-TOFMS/FID) was developed for non-target anal. of volatile organic compounds (VOCs). The technique was optimized for the measurement of the VOC content of the particulate phase (PP) fraction of aerosols produced by a tobacco heating product (THP1.0) and 3R4F mainstream tobacco smoke (MTS). The method involves sampling the PP fraction on quartz wool packed in a sorbent tube directly connected to machine-puffing, followed by a dilution through a TD recollection procedure over Tenax/Sulficarb sorbent before TD-GC × GC-TOFMS/FID anal. The comparison of the VOC content of the PP fraction of aerosols produced by THP1.0 and MTS highlighted the compositional difference between tobacco combustion (592 peaks) and tobacco heating process (160 peaks). Mass spectrometric signals were used for qual. analyses based on linear retention indexes, mass spectral matches, and GC × GC structured chromatograms, which collectively identified up to 90% of analytes detected in PP samples. FID signals were used for semi-quant. analyses based on a chem. class external calibration method. The global chem. composition of PP samples showed that hydrocarbons, oxygenated, and nitrogen-containing compounds were fewer in number and much less abundant in THP1.0 PP. Overall, 93 compounds were common to the two sample types. Excepted for a few highly volatile compounds (mainly furan family) as well as glycerin and its acetate, analyte concentrations were higher in MTS PP. The results came from multiple reactions, including the reaction of 3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Electric Literature of C4H6O3)

3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9) may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.Electric Literature of C4H6O3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthetic Route of C6H12O3In 2021 ,《Synthesis of Pyrrole-Based Poly(arylenevinylene)s via Co-Catalyzed Hydroarylation of Alkynes》 appeared in Macromolecular Rapid Communications. The author of the article were Iwamori, Ryota; Sato, Ryota; Kuwabara, Junpei; Yasuda, Takeshi; Kanbara, Takaki. The article conveys some information:

Polyaddition via the Co-catalyzed hydroarylation of 1-(2-pyrimidinyl)pyrrole with aromatic diynes affords poly(arylenevinylene)s under mild conditions. This reaction avoids production of stoichiometric amounts of byproducts. Although structural anal. of the obtained polymers reveals the presence of 1,1-vinylidene unit, switching the counter anion of the Co catalyst and steric hindrance of the diyne monomers improves the regioselectivity of the polymers. When a catalyst with bulky counter anions is used for the reaction of less hindered diyne monomers, 1,2-vinylene linkages are formed dominantly over 1,1-vinylidene linkages (93:7). The effect of the regioselectivity of the polymer on the optical and semiconducting properties is also evaluated. In addition to this study using 2,5-Dimethoxytetrahydrofuran, there are many other studies that have used 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Synthetic Route of C6H12O3) was used in this study.

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Synthetic Route of C6H12O3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Muley, Arabinda; Karumban, Kalai Selvan; Gupta, Parth; Kumbhakar, Sadananda; Giri, Bishnubasu; Raut, Rajnikant; Misra, Ashish; Maji, Somnath published their research in Journal of Organometallic Chemistry in 2021. The article was titled 《Synthesis, structure, spectral, redox properties and anti-cancer activity of Ruthenium(II) Arene complexes with substituted Triazole Ligands》.Application In Synthesis of 2,5-Dimethoxytetrahydrofuran The article contains the following contents:

Three versatile half-sandwich ruthenium(II) p-cymene complexes bearing substituted triazole ligands exhibit promising cancer cell growth inhibition activity towards A549 lung adenocarcinoma and MDA-MB-231 breast adenocarcinoma cells. In this context, the triazole based phthalimide protected new ligand (2-(3, 5-di(pyridin-2-yl)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione) (L1) was prepared Three ruthenium(II) p-cymene complexes [Ru(η6-p-cymene)(L1)Cl]Cl: [1]Cl, L1: (2-(3,5-di(pyridin-2-yl)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione), [Ru(η6-p-cymene)(L2)Cl]Cl: [2]Cl and [Ru(η6-p-cymene)(L2)Cl](PF6): [2](PF6), L2 (2,2′-(4-(1H-pyrrol-1-yl)-4H-1,2,4-triazole-3,5-diyl)dipyridine) have been successfully synthesized and characterized by different spectral and anal. tools. Pyrrole protected substituted ruthenium complexes [2]Cl and [2](PF6) have been successfully identified structurally by single-crystal x-ray diffraction studies and confirmed the successful anion exchange. The redox properties of the ligands and the targeted metal complexes have been carefully examined Cellular staining, live-cell imaging and MTT assay have been performed for all the complexes. Authors have demonstrated that their synthesized ruthenium(II) p-cymene complexes are capable of inducing significant cytotoxicity in A549 lung cancer cell lines, with an IC50 values of 6.56 ± 0.31μM, 4.74 ± 0.2μM and 13.67 ± 0.64μM and in MDA-MB-231 breast cancer cell lines with an IC50 values of 1.13 ± 0.046μM, 0.36 ± 0.016μM and 11.32 ± 0.49μM for [1]Cl, [2]Cl and [2](PF6) resp. In the experiment, the researchers used many compounds, for example, 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Application In Synthesis of 2,5-Dimethoxytetrahydrofuran)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Application In Synthesis of 2,5-Dimethoxytetrahydrofuran

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

In 2022,Zeng, Zhenya; Zhang, Jiangbo; Jia, Miao; Wu, Bo; Cai, Xunzhi; Zhang, Xingsong; Feng, Yixiao; Ma, Youhong; Gao, Qingfu; Fei, Zonglei published an article in Organic Process Research & Development. The title of the article was 《Development of a Scalable Route with Efficient Stereoisomer Control to YZJ-1139, an Orexin Receptor Antagonist》.COA of Formula: C6H12O3 The author mentioned the following in the article:

An effort toward the synthesis and process development of the orexin receptor antagonist YZJ-1139 I was described in this article. I contains the azabicyclic nortropane structure with three chiral centers. By the original process, highly pure intermediates or API could be obtained by chromatog. with a relatively low yield. To remove the undesirable stereoisomers as early as possible, an N-(R)-α-phenethyl was synthesized by the Robinson-Schopf reaction and easily purified as its hydrochloride. The single crystal X-ray study was used to confirm the stereo configuration of I. The protecting group could be easily removed by transfer hydrogenation, resulting in an enantiomerically pure intermediate as its D-tartrate. The overall yield for preparing I was significantly increased, and this cost-efficient process might be promising in future com. productions. In the experimental materials used by the author, we found 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3COA of Formula: C6H12O3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.COA of Formula: C6H12O3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Electric Literature of C6H12O3In 2020 ,《Singlet Fission in a Pyrrole-Fused Cross-Conjugated Skeleton with Adaptive Aromaticity》 was published in Journal of the American Chemical Society. The article was written by Wang, Long; Lin, Lu; Yang, Jingjing; Wu, Yishi; Wang, Hua; Zhu, Jun; Yao, Jiannian; Fu, Hongbing. The article contains the following contents:

Singlet fission (SF) materials hold the potential to increase the power conversion efficiency of solar cells by reducing the thermalization of high-energy excited states. The major hurdle in realizing this potential is the limited scope of SF-active materials with high fission efficiency, suitable energy levels, and sufficient chem. stability. Herein, using theor. calculation and time-resolved spectroscopy, a highly stable SF material is developed on dipyrrolonaphthyridinedione (DPND), a pyrrole-fused cross-conjugated skeleton with a distinctive adaptive aromaticity (dual aromaticity) character. The embedded pyrrole ring with 4n + 2 π-electron features aromaticity in the ground state, while the dipole resonance of the amide bonds promotes a 4n π-electron Baird’s aromaticity in the triplet state. Such an adaptive aromaticity renders the mol. efficient for the SF process [E(S1) ≥ 2E(T1)] without compromising its stability. Up to 173% triplet yield, strong blue-green light absorption, and suitable triplet energy of 1.2 eV, as well as excellent stability, make DPND a promising SF sensitizer toward practical applications.2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Electric Literature of C6H12O3) was used in this study.

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Electric Literature of C6H12O3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

In 2019,Chinese Journal of Structural Chemistry included an article by Han, Hao; Zhang, Zhi-Fang; Zhang, Jun-Fei; Zhang, Bin. Product Details of 160709-02-4. The article was titled 《Synthesis, crystal structure and anti-breast cancer activity of ((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate》. The information in the text is summarized as follows:

The new heterocycle compound ((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (1), designed using ((3R,5S)-5-(2,4-difluorophenyl)-5-iodotetrahydrofuran-3-yl)methyl isobutyrate (2) as the start material, was successfully obtained via multiple synthesis route and finally characterized by IR, 1H NMR, and single-crystal X-ray crystallog. In addition, the in vitro anticancer activities of the newly synthesized complex 1 have been emulated against three human breast cancer cell lines BT474, MCF7 and MB. The experimental part of the paper was very detailed, including the reaction process of ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methanol(cas: 160709-02-4Product Details of 160709-02-4)

((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methanol(cas: 160709-02-4) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Product Details of 160709-02-4

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

《Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson-Kaas, Van Leusen and Ullmann-type reactions as key tools》 was written by Alvi, Shakeel; Ali, Rashid. Electric Literature of C6H12O3This research focused ontruxene preparation; Clauson–Kaas reaction; Ullmann-type coupling; Van Leusen reaction; heterocycles; ring-closing metathesis; truxene. The article conveys some information:

Herein, three novel distinctly different routes for the generation of C3-sym. pyrrole-based truxene architectures I [R = NH2, 4-CHOC6H4, pyrrol-1-yl, etc.] by means of cyclotrimerization, ring-closing metathesis (RCM), Clauson-Kaas and Ullmann-type coupling reactions as key steps was revealed. Moreover, some other interesting heterocyclic systems possessing oxazole, imidazole, benzimidazole and benzoxazole in the framework of truxene were also assembled. Addnl., the preliminary photophys. properties (absorption and emission) for these versatile systems was revealed. After reading the article, we found that the author used 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Electric Literature of C6H12O3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Electric Literature of C6H12O3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The author of 《Neutral Pyrrole Nitrogen Atom as a π- and Mixed n,π-Donor in Hydrogen Bonding》 were Pozharskii, Alexander F.; Ozeryanskii, Valery A.; Filatova, Ekaterina A.; Dyablo, Olga V.; Pogosova, Olga G.; Borodkin, Gennady S.; Filarowski, Aleksander; Steglenko, Dmitriy V.. And the article was published in Journal of Organic Chemistry in 2019. Category: tetrahydrofurans The author mentioned the following in the article:

9-Dimethylaminobenzo[g]indoles I [R1, R2 given:H,H (3);4-MeC6H4,Me(4);4-O2NC6H4,Me(5);H, CF3(6)] and 1-dimethylamino-8-(pyrrolyl-1)naphthalene 7 were examined as possible models for establishing the ability of the pyrrole nitrogen atom to participate in [NHN]+ hydrogen bonding as a proton acceptor. Indoles 3-5 (to a lesser extent 6) form rather stable tetrafluoroborates, with the proton mostly located on the NMe2 group but simultaneously engaged in the formation of a charged intramol. [NHN]+ hydrogen bond (IHB) with the pyrrole N atom. The theor. estimated energies of IHB in salts 3H+BF4–6H+BF4- vary between 7.0-10.7 and 6.2-7.0 kcal mol-1 in vapor and MeCN, resp. The pyrrole N atom undergoes a perceptible pyramidalization but still remains involved in the 6π-electron aromatic system, suggesting that the hydrogen bonding in salts 3H+BF4–6H+BF4- represents a previously unknown mixed NH···N(n,π) interaction. Despite the favorable orientation of the N-H bond and the pyrrole ring in salt 7H+BF4-, no signs of NH···N(n) bonding in it were noticed, and the existing interaction was classified as pure NH···N(π). The results obtained may be useful in studies of secondary protein structures, especially those α-helix sections which contain tryptophan residues. The experimental part of the paper was very detailed, including the reaction process of 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Category: tetrahydrofurans)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Category: tetrahydrofurans

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Ibrahim, Dhuaou; Boulet, Pascal; Gros, Philippe C.; Pierrat, Philippe published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Efficient Access to Arylated Aza-ullazines by Regioselective Functionalization of their Pyridine Ring by H-Li Exchange and Electrophilic Substitution》.Application of 696-59-3 The article contains the following contents:

The regioselective functionalization of aza-ullazines had been successfully realized for the first time by either metalation using BuLi-containing aggregates (BuLi-LiDMAE) or electrophilic substitution. Mono and di-bromo-derivatives were obtained in good to excellent yields and further successfully converted into aryl-azaullazines I [R = H, Ph; Ar = Ph, 4-CHOC6H4, 6-chloro-3-pyridyl, 5-formyl-2-thienyl] and alkynyl-azaullazines II [R1 = H, CCPh; Ar1 = Ph, 4-Bu2NC6H4] by Suzuki and Sonogashira cross-coupling reactions. The experimental part of the paper was very detailed, including the reaction process of 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Application of 696-59-3)

2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Application of 696-59-3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem