Tag: M.W:100-200

Synthetic Route of C5H7Br. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Enantioselective Type II Cycloaddition of Alkynes via C-C Activation of Cyclobutanones: Rapid and Asymmetric Construction of [3.3.1] Bridged Bicycles. Author is Hou, Si-Hua; Yu, Xuan; Zhang, Rui; Deng, Lin; Zhang, Mengxi; Prichina, Adriana Y.; Dong, Guangbin.

Synthesis of bridged scaffolds via Type II cyclization constitutes substantial challenges due to the intrinsic ring strain accumulated in reaction transition states. Catalytic enantioselective Type II-cyclization methods are even rarer. Here, a detailed study of developing a Rh(I)-catalyzed enantioselective intramol. Type II cyclization of alkynes via C-C activation of cyclobutanones is described. This method offers a rapid approach to access a wide range of functionalized [3.3.1]-bridged bicycles along with an exocyclic olefin and an all-carbon quaternary stereocenter. Excellent enantioselectivity has been achieved using a combination of cationic rhodium(I) and DTBM-segphos. Attributed to the redox neutral and strong acid/base-free reaction conditions, high chemoselectivity has also been observed For the oxygen-tethered substrates, the reaction can proceed at room temperature In addition, partial kinetic resolution has been achieved for substrates with existing stereocenters, forging interesting chiral tricyclic scaffolds. The methylalkyne-derived substrates gave unexpected dimeric structures in good yield with excellent enantioselectivity and complete diastereoselectivity. Furthermore, the bridged bicyclic products can be diversely functionalized through simple transformations. Finally, mechanistic studies reveal a surprising reaction pathway that involves forming a metal-stabilized anti-Bredt olefin intermediate.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Catalysis Science & Technology called Atom-economical regioselective Ni-catalyzed hydroborylative cyclization of enynes: development and mechanism, Author is Cabrera-Lobera, Natalia; Quiros, M. Teresa; Bunuel, Elena; Cardenas, Diego J., which mentions a compound: 16400-32-1, SMILESS is CCC#CCBr, Molecular C5H7Br, HPLC of Formula: 16400-32-1.

We report a full study on the novel regioselective Ni-catalyzed hydroborylative cyclization of enynes using HBpin as the borylation agent. Alkyl and alkenyl boronates can be obtained depending on the substituent on the alkyne. The reaction takes place under smooth conditions with an inexpensive catalytic Ni-based system, constituting a fully atom-economic eco-friendly method. This process shows a broad scope, allowing the formation of carbo- and heterocycles in moderate to good yields. The utility of the resulting boronates is also illustrated. We have studied the reaction mechanism both exptl. and computationally. The process involves initial oxidative cyclometalation to Ni(0)(xantphos) species followed by the key C-B bond formation through σ-bond metathesis and reductive elimination.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Application In Synthesis of Ethyl indoline-2-carboxylate. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Introduction of heterocycles at the 2-position of indoline as ester bioisosteres. Author is Lee, Sunkyung; Yi, Kyu Yang; Yoo, Sung-eun.

Compounds were prepared with heterocyclic replacements for metabolically unstable esters of benzopyranyl indole-2-carboxylic esters, which showed good in vitro and in vivo cardioprotective efficacies possibly through the opening of mitochondrial ATP-sensitive potassium channel (KATP). Initially, indolin-2-yl-heterocycles were constructed using unprotected indoline-2-carboxylic acid, but the cyclization was proceeded with oxidation of the indoline ring to the indole, which did not react with benzopyranyl epoxide. An N-BOC group was introduced to deplete the electron d. of the indoline ring. Various indolin-2-yl-heterocycles, such as I and II, were prepared by the cyclization of the building blocks including carboxamide, β-hydroxy amide, hydrazide, nitrile starting from N-BOC-indoline-2-carboxylic acid.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Isodesmic C-H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis, published in 2019-08-07, which mentions a compound: 16400-32-1, mainly applied to heteroarene borylation pyrrole indole arylboronate mercaptopyridine catalyst; borylated alkynylindole preparation crystal structure; mol structure borylated alkynylindole; pyrrole borylated preparation, Product Details of 16400-32-1.

The potential advantages of using arylboronic esters as B source in the C-H borylation are discussed. The concept is showcased by using com. available 2-mercaptopyridine as a metal-free catalyst for the transfer borylation of heteroarenes, using arylboronates as borylation agents. The catalysis shows a unique functional group tolerance among C-H borylation reactions, tolerating notably terminal alkene and alkyne functional groups. The computational study of the mechanism is also described.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Bromo-5-methylpyrazine( cas:98006-90-7 ) is researched.Category: tetrahydropyran.Chen, Xiangyang; Pierce, Betsy; Naing, Win; Grapperhaus, Margaret L.; Phillion, Dennis P. published the article 《Discovery of 2-chloro-N-((4,4-difluoro-1-hydroxycyclohexyl)methyl)-5-(5-fluoropyrimidin-2-yl)benzamide as a potent and CNS penetrable P2X7 receptor antagonist》 about this compound( cas:98006-90-7 ) in Bioorganic & Medicinal Chemistry Letters. Keywords: P2X7 receptor antagonist cyclohexyl pyrimidinylbenzamide preparation SAR. Let’s learn more about this compound (cas:98006-90-7).

Focused SAR studies were carried out around 5-heteroaryl and 1-amide portions of the 2-chlorobenzamide scaffold, resulting in the discovery of a potent, metabolically stable and centrally penetrable antagonist against P2X7 receptor.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Category: tetrahydropyran. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about An enantioconvergent halogenophilic nucleophilic substitution (SN2X) reaction. Author is Zhang, Xin; Ren, Jingyun; Tan, Siu Min; Tan, Davin; Lee, Richmond; Tan, Choon-Hong.

Bimol. nucleophilic substitution (SN2) plays a central role in organic chem. In the conventionally accepted mechanism, the nucleophile displaces a carbon-bound leaving group X, often a halogen, by attacking the carbon face opposite the C-X bond. A less common variant, the halogenophilic SN2X reaction, involves initial nucleophilic attack of the X group from the front and as such is less sensitive to backside steric hindrance. Herein, we report an enantioconvergent substitution reaction of activated tertiary bromides by thiocarboxylates or azides that, on the basis of exptl. and computational mechanistic studies, appears to proceed via the unusual SN2X pathway. The proposed electrophilic intermediates, benzoylsulfenyl bromide and bromine azide, were independently synthesized and shown to be effective.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthetic Route of C5H7Br. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Synthesis and characterization of nano-zinc wire using a self designed unit galvanic cell in aqueous medium and its reactivity in propargylation of aldehydes. Author is Mondal, Bibhas; Mandal, Siba Prasad; Kundu, Mousumi; Adhikari, Utpal; Roy, Ujjal Kanti.

Electrochem. was used for propargylation of carbonyls in aqueous ZnCl2 medium. For electrochem. process the authors designed a unit galvanic cell. ZnCl2 was used as stoichiometric reagent and causes electrochem. deposition of Zn in cathode. Wire shaped nano Zn architecture was formed in cathode during electrochem. process which is the active reagent. Homopropergylic alcs. were synthesized in good yields. After the organic reaction is over aqueous solution containing Zn salts can be reused up to 5th cycle without significant loss of reactivity.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Quality Control of (S)-(2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (S)-(2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine, is researched, Molecular C6H13NO2, CAS is 82954-65-2, about Synthesis of phosphonoglycine backbone units for the development of phosphono peptide nucleic acids. Author is Doboszewski, Bogdan; Groaz, Elisabetta; Herdewijn, Piet.

A series of phosphono-modified backbone mimics based on achiral and chiral N-(dihydroxypropyl)glycine units were obtained by sequential addition of phosphonate and nucleobase moieties to suitably protected dihydroxypropylamines. Simple synthetic strategies enabled the preparation of various target derivatives that will be useful as building blocks for the preparation of new synthetic polymers containing a phosphonate internucleotide linkage in place of the standard phosphodiester bond.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-Bromo-2-pentyne( cas:16400-32-1 ) is researched.Name: 1-Bromo-2-pentyne.Veltri, Lucia; Amuso, Roberta; Cuocci, Corrado; Vitale, Paola; Gabriele, Bartolo published the article 《Palladium-Catalyzed Cyclocarbonylation Approach to Thiadiazafluorenones: A Correction》 about this compound( cas:16400-32-1 ) in Journal of Organic Chemistry. Keywords: benzimidazolothiazinone preparation; palladium catalyst cyclocarbonylation benzimidazolyl propargyl thioether; revision structure methylbenzimidazolothiazinone. Let’s learn more about this compound (cas:16400-32-1).

In the presence of PdI2 using KI2, CO, and O2 in MeOH, benzimidazolyl propargyl thioethers with internal alkyne moieties such as I underwent cyclocarbonylation reaction to yield 2-methyl-3-substituted thiadiazafluorenones (benzimidazolothiazinones) such as II. The structures of II and of two other benzimidazolothiazinones were determined by X-ray crystallog. A correction is provided to rectify the previous erroneous assignment of the position of the Me group in the thiadiazafluorenones; the previous products were formed as the 2-Me thiadiazafluorenones and not as the 3-Me thiadiazafluorenones.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 16400-32-1, is researched, Molecular C5H7Br, about Gold-Catalyzed Domino Cycloisomerization/Alkoxylation: An Entry to 3,4-Dihydro-1H-[1,4]oxazino[4,3-a]indole, the main research direction is dihydrooxazinoindole diastereoselective regioselective preparation; alc aldehydeyne domino cycloisomerization alkoxylation gold catalyst.Recommanded Product: 1-Bromo-2-pentyne.

A novel and mild synthetic route for the preparation of functionalized polycyclic indole skeletons via a gold-mediated cycloisomerization/alkoxylation of 1,6-aldehyde-yne had been developed. This atom-economical catalytic process that associates IPrAu(MeCN)BF4 and an alc. demonstrated remarkable selectivity in accessing functionalized 3,4-dihydro-1H-[1,4]oxazino[4,3-a]indole derivatives I [R1 = H, Et, Ph, etc.; R2 = H, Me, Br; R3 = H, Cl; R4 = Me, i-Pr, CH2CH=CH2, Bn, CH2CH(CH3)CH2CH3, CH2CH=CCH2CH2CH=C(Me)2] of high synthetic utility (21 examples, yields of ≤96%) and could be optimized under asym. conditions with an enantiomeric excess of ≤86%.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics