Heterocyclic Building Blocks-Tetrahydrofuran

《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

Application of 696-59-3In 2021 ,《Mo-Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties》 appeared in Chemistry – A European Journal. The author of the article were Hernandez-Ruiz, Raquel; Rubio-Presa, Ruben; Suarez-Pantiga, Samuel; Pedrosa, Maria R.; Fernandez-Rodriguez, Manuel A.; Tapia, M. Jose; Sanz, Roberto. The article conveys some information:

A catalytic domino reduction-imine formation-intramol. cyclization-oxidation for the general synthesis of a wide variety of biol. relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target mol., improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophys. characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives The experimental process involved the reaction 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

Quality Control of 2,5-DimethoxytetrahydrofuranIn 2022 ,《Facile and Scalable Methodology for the Pyrrolo[2,1-f][1,2,4]triazine of Remdesivir》 appeared in Organic Process Research & Development. The author of the article were Roy, Sarabindu; Yadaw, Ajay; Roy, Subho; Sirasani, Gopal; Gangu, Aravind; Brown, Jack D.; Armstrong, Joseph D. III; Stringham, Rodger W.; Gupton, B. Frank; Senanayake, Chris H.; Snead, David R.. The article conveys some information:

Pyrrolo[2,1-f][1,2,4]triazine (I) is an important regulatory starting material in the production of the antiviral drug remdesivir. Compound I was produced through a newly developed synthetic methodol. utilizing simple building blocks such as pyrrole, chloramine, and formamidine acetate by examining the mechanistic pathway for the process optimization exercise. Triazine I was obtained in 55% overall yield in a two-vessel-operated process. This work describes the safety of the process, impurity profiles and control, and efforts toward the scale-up of triazine for the preparation of kilogram quantity. In the experimental materials used by the author, we found 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Quality Control 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.Quality Control of 2,5-Dimethoxytetrahydrofuran

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

Recommanded Product: 696-59-3In 2019 ,《Direct Synthesis of Multi-functional Pyrimidine, Pyrazine, and Pyridine Scaffolds via Inter-molecular and Intramolecular Annulations of 3-Amino-thieno[2,3-b]pyridine-2-carboxylate》 was published in Journal of Heterocyclic Chemistry. The article was written by El-Sayed, Hassan A.; Said, Said A.. The article contains the following contents:

A direct and facile synthesis of a new series of tricyclic and tetracyclic pyrimidine, pyrazine, and pyridine derivatives fused to thieno[2,3-b]pyridine was performed from Et carboxylate I as a synthon. The antibacterial results illustrated no significant results for the investigated compounds except compound II, which has moderate activity against Gram-pos. bacteria. The experimental process involved the reaction of 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Recommanded Product: 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.Recommanded Product: 696-59-3

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

Category: tetrahydrofuransOn March 10, 2021, Li, Zijian; Sun, Wenxuan; Wang, Xianxu; Li, Luyang; Zhang, Yong; Li, Chao published an article in Journal of the American Chemical Society. The article was 《Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides》. The article mentions the following:

As alcs. are ubiquitous throughout chem. science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, it is demonstrated that the combination of anodic preparation of alkoxy triphenylphosphonium ion and nickel catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp2)-C(sp3) bonds, in which free alcs. and aryl bromides e.g., bromobenzene-both readily available chems. can be directly used as coupling partners yielding arene derivative e.g., I. This nickel catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals. In addition to this study using 3-Hydroxydihydrofuran-2(3H)-one, there are many other studies that have used 3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Category: tetrahydrofurans) was used in this study.

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.Category: tetrahydrofurans

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

In 2022,Li, Guangchen; Xing, Yangyang; Zhao, Hui; Zhang, Jin; Hong, Xin; Szostak, Michal published an article in Angewandte Chemie, International Edition. The title of the article was 《Chemoselective Transamidation of Thioamides by Transition-Metal-Free N-C(S) Transacylation》.Name: 2,5-Dimethoxytetrahydrofuran The author mentioned the following in the article:

The first general, mild and highly chemoselective method for transamidation of thio-amides by NC(S) transacylation using non-nucleophilic anilines was reported. The method was broadly compatible with N-Ar tertiary thioamides and N-thioacyl-azoles as selective N-thioacyl transfer reagents. DFT studies that provided insight into the chemoselectivity of this new transamidation method and provided guidelines for the development of future transamidation methods of the thioamide bond.2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Name: 2,5-Dimethoxytetrahydrofuran) 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.Name: 2,5-Dimethoxytetrahydrofuran

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

Reference of 2,5-DimethoxytetrahydrofuranIn 2020 ,《Towards the template synthesis of conjugated pyrrole based oligo-heteroaryls》 was published in Journal of the Indian Chemical Society. The article was written by Panda, Biswajit. The article contains the following contents:

Synthesis of polymers and Oligomers with various interesting phys. properties is a rewarding task for the chemist. oligoheteroaryls are a significant class of organic compounds due to their wide applicability in various fields. Here, in this article, the synthetic studies directed for the preparation of conjugated pyrrole based oligo-heteroaryls was reported. The successful synthesis of double stranded polymeric ladderphane using ring opening metathesis polymerizations (ROMP) and palladium catalyzed Suzuki coupling were the key feature of this work. Hydrolysis of the double stranded polymer was unsuccessful due to its insoluble nature. The effort to increase the solubility of the double stranded polymers by the incorporation of long-chain aliphatic counterpart is underway in our laboratory In the part of experimental materials, we found many familiar compounds, such as 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Reference 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.Reference of 2,5-Dimethoxytetrahydrofuran

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

Computed Properties of C4H6O3On June 1, 2022, Wurzler, Gleicielle Tozzi; da Silva, Victor Teixeira; de Almeida Azevedo, Debora; Ana da Silva, Ayla Sant’; Noronha, Fabio Bellot published an article in Fuel Processing Technology. The article was 《Integrating bio-oil and carbohydrate valorization on the fractionation of sugarcane bagasse via Organosolv process using Mo2C-based catalysts》. The article mentions the following:

This work studied the fractionation of sugarcane bagasse via Organosolv treatment using isopropanol/water in the presence of Raney-Ni and molybdenum carbide catalysts (Bulk Mo2C and Mo2C supported on activated carbon (AC) or Al2O3). The degree of delignification, the bio-oil and solid residue composition depended on the type of catalyst. A partial extraction of hemicellulose occurred followed by depolymerization, resulting in a product distribution that depended on the catalyst. Raney-Ni catalyst promoted the formation of diols and triols, while xylose, furfural, and furan were mainly produced by Mo2C based-catalysts. The Organosolv treatment without catalyst and in the presence of bulk Mo2C produced a bio-oil containing mainly 2,3-dihydrobenzofuran. Mo2C/AC and Mo2C/Al2O3 are promising catalysts for the fractionation of sugarcane bagasse that produced a bio-oil with higher yield to substituted methoxyphenols and a solid residue more easily hydrolyzed by cellulases, producing higher yield to glucose than Raney-Ni catalyst. In the experiment, the researchers used 3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Computed Properties 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.Computed Properties of C4H6O3

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