Category: tetrahydropyran

In 2018,Organic Letters included an article by Sun, Liang; Ye, Jian-Heng; Zhou, Wen-Jun; Zeng, Xin; Yu, Da-Gang. Quality Control of 4-Bromotetrahydropyran. The article was titled 《Oxy-Alkylation of Allylamines with Unactivated Alkyl Bromides and CO2 via Visible-Light-Driven Palladium Catalysis》. The information in the text is summarized as follows:

A selective oxy-alkylation of allylamines with unactivated alkyl bromides and CO2 via visible-light-driven palladium catalysis is reported. The com. available Pd(PPh3)4 is used as the sole catalyst in this three-component reaction. A variety of tertiary, secondary, and primary alkyl bromides undergo reactions to generate important 2-oxazolidinones, e.g. I, in high yields and selectivity. The mild reaction conditions, easy scalability, and facile derivatization of products provide great potential for application in organic synthesis and pharmaceutical chem. In the experiment, the researchers used many compounds, for example, 4-Bromotetrahydropyran(cas: 25637-16-5Quality Control of 4-Bromotetrahydropyran)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Quality Control of 4-Bromotetrahydropyran

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

Kang, Kai; Weix, Daniel J. published an article in 2022. The article was titled 《Nickel-Catalyzed C(sp3)-C(sp3) Cross-Electrophile Coupling of In Situ Generated NHP Esters with Unactivated Alkyl Bromides》, and you may find the article in Organic Letters.Recommanded Product: 4-Bromotetrahydropyran The information in the text is summarized as follows:

A two-step, one-pot protocol for the in-situ generation of N-hydroxyphthalimide esters and their nickel-catalyzed cross-electrophile coupling with unactivated alkyl bromides for the construction of 1°/1° C(sp3)-C(sp3) bonds. The conditions tolerate an array of functional groups, and mechanistic studies indicated that both substrates were converted to alkyl radicals during the reaction. In addition to this study using 4-Bromotetrahydropyran, there are many other studies that have used 4-Bromotetrahydropyran(cas: 25637-16-5Recommanded Product: 4-Bromotetrahydropyran) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.Recommanded Product: 4-Bromotetrahydropyran

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

《Nickel-Catalyzed anti-Markovnikov Hydroalkylation of Trifluoromethylalkenes》 was written by Zhu, Chuan; Zhang, Heng; Liu, Qian; Chen, Kai; Liu, Ze-Yao; Feng, Chao. HPLC of Formula: 25637-16-5This research focused ontrifluoropropane preparation regioselective; trifluoromethylalkene alkyl halide anti Markovnikov hydroalkylation nickel. The article conveys some information:

Transition-metal-catalyzed difunctionalization of olefins constitutes a fertile synthetic platform for rapid access to complex mols. from bulk chems. However, substrates featuring fluoroalkyl substituents are rarely employed because of facile β-fluoride elimination pathways. Herein, authors report a hydroalkylation of trifluoromethylalkenes with alkyl halides under nickel catalysis that enables the rapid construction of 1,1,1-trifluoropropane derivatives The common β-fluoride elimination pathway is suppressed by identifying a competent proton donor that favors a protonolysis process. Also, unactivated alkenes could be readily employed as the alkyl donor when using a Ni/hydrosilane catalytic system. In addition to this study using 4-Bromotetrahydropyran, there are many other studies that have used 4-Bromotetrahydropyran(cas: 25637-16-5HPLC of Formula: 25637-16-5) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.HPLC of Formula: 25637-16-5

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

In 2017,Li, Gang; Gao, Panpan; Lv, Xulu; Qu, Chen; Yan, Qingkai; Wang, Ya; Yang, Suling; Wang, Junjie published 《Synthesis of m-Alkylphenols via a Ruthenium-Catalyzed C-H Bond Functionalization of Phenol Derivatives》.Organic Letters published the findings.Formula: C5H9BrO The information in the text is summarized as follows:

In the presence of [RuCl2(p-cymene)]2 and 1-adamantanecarboxylic acid, aryl 2-pyridinyl ethers underwent regioselective alkylation with secondary and tertiary alkyl bromides mediated by K2CO3 in benzene to provide m-alkylaryl 2-pyridinyl ethers in 33-73% yields; N-methylation of the pyridine moiety with Me triflate followed by hydrolysis yielded m-alkylated phenols such as 3-tert-butylphenol in 74-82% yields. The method was used to prepare the pesticide etoxazole via 3-tert-butylphenol. A (p-cymene)ruthenium complex of 2-phenoxypyridine was prepared and underwent regioselective alkylation to give 3-(3-pentyl)phenyl 2-pyridinyl ether under the standard reaction conditions; addition of TEMPO, BHT, or benzoquinone inhibited the reaction. The structure of the (p-cymene)ruthenium complex of 2-phenoxypyridine was determined by X-ray crystallog. After reading the article, we found that the author used 4-Bromotetrahydropyran(cas: 25637-16-5Formula: C5H9BrO)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.Formula: C5H9BrO

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

《Cyclometalated Ruthenium Catalyst Enables Ortho-Selective C-H Alkylation with Secondary Alkyl Bromides》 was published in Chem in 2020. These research results belong to Wang, Gang-Wei; Wheatley, Matthew; Simonetti, Marco; Cannas, Diego M.; Larrosa, Igor. HPLC of Formula: 25637-16-5 The article mentions the following:

The use of a cyclometalated Ru-complex, RuBnN, as the catalyst results in a complete switch of the inherent meta-selectivity to ortho selectivity in the Ru-catalyzed sp2 C-H alkylation reaction with unactivated secondary alkyl halides was demonstrated. The high catalytic activity of RuBnN allowed mild reaction conditions that resulted in a transformation of broad scope and versatility. Preliminary mechanistic studies suggested that a bis-cycloruthenated species was the key intermediate undergoing oxidative addition with the alkyl bromides, thus avoiding the more common SET pathway associated with meta-selectivity. The results came from multiple reactions, including the reaction of 4-Bromotetrahydropyran(cas: 25637-16-5HPLC of Formula: 25637-16-5)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.HPLC of Formula: 25637-16-5

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

In 2017,Gu, Jun; Qiu, Canbin; Lu, Wenbin; Qian, Qun; Lin, Kunhua; Gong, Hegui published 《Nickel-Catalyzed Reductive Cross-Coupling of Vinyl Bromides with Unactivated Alkyl Halides》.Synthesis published the findings.Related Products of 25637-16-5 The information in the text is summarized as follows:

In the presence of Ni(cod)2, pyridine, and MgCl2, unactivated secondary alkyl bromides such as 4-bromo-1-tosylpiperidine underwent diastereoselective reductive coupling with alkenyl bromides such as (E)-PhCH:CHBr mediated by Zn in N,N-dimethylacetamide to yield alkenes such as (E)-4-(2-phenylethenyl)-1-tosylpiperidine in 13-90% yields. The experimental part of the paper was very detailed, including the reaction process of 4-Bromotetrahydropyran(cas: 25637-16-5Related Products of 25637-16-5)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Related Products of 25637-16-5

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

In 2017,Le, Chip; Liang, Yufan; Evans, Ryan W.; Li, Ximing; MacMillan, David W. C. published 《Selective sp3 C-H alkylation via polarity-match-based cross-coupling》.Nature (London, United Kingdom) published the findings.HPLC of Formula: 25637-16-5 The information in the text is summarized as follows:

The functionalization of carbon-hydrogen (C-H) bonds is one of the most attractive strategies for mol. construction in organic chem. The hydrogen atom is considered to be an ideal coupling handle, owing to its relative abundance in organic mols. and its availability for functionalization at almost any stage in a synthetic sequence. Although many C-H functionalization reactions involve C(sp3)-C(sp2) coupling, there is a growing demand for C-H alkylation reactions, wherein sp3 C-H bonds are replaced with sp3 C-alkyl groups. Here, we describe a polarity-match-based selective sp3 C-H alkylation via the combination of photoredox, nickel and hydrogen-atom transfer catalysis. This methodol. simultaneously uses three catalytic cycles to achieve hydridic C-H bond abstraction (enabled by polarity matching), alkyl halide oxidative addition, and reductive elimination to enable alkyl-alkyl fragment coupling. The sp3 C-H alkylation is highly selective for the α-C-H of amines, ethers and sulfides, which are commonly found in pharmaceutically relevant architectures. This cross-coupling protocol should enable broad synthetic applications in de novo synthesis and late-stage functionalization chem.4-Bromotetrahydropyran(cas: 25637-16-5HPLC of Formula: 25637-16-5) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.HPLC of Formula: 25637-16-5

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

In 2018,Chemical Science included an article by ElMarrouni, Abdellatif; Ritts, Casey B.; Balsells, Jaume. HPLC of Formula: 25637-16-5. The article was titled 《Silyl-mediated photoredox-catalyzed Giese reaction: addition of non-activated alkyl bromides》. The information in the text is summarized as follows:

Two series of substituted methyl-N-phenyl-propanamides I [R = cyclopropylmethyl, cyclohexylmethyl, (CH2)3Ph, etc.; R1 = Me] and alkyl esters II [R2 = (CH2)3Ph, tetrahydropyran-4-yl, 1-benzoyl-4-piperidyl, etc.; R3 = H, Me, CO2Et; X = OMe, OEt, OBn, etc.] was synthesized via silyl-mediated Giese addition reaction of non-activated alkyl bromides and Michael acceptors under visible-light photoredox catalysis. Optimization of the reaction was achieved using high-throughput experimentation (HTE) tools to enable the identification of mild, general and practical reaction conditions. A diverse set of alkyl bromides was successfully added to cyclic or acyclic α, β-unsaturated esters and amides. The features of this transformation allowed also access to a key intermediate I [R = (CH2)3CO2Me; R1 = H] of Vorinostat, an HDAC inhibitor used to fight cancer and HIV. The experimental process involved the reaction of 4-Bromotetrahydropyran(cas: 25637-16-5HPLC of Formula: 25637-16-5)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.HPLC of Formula: 25637-16-5

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

Tian, Hao; Yang, Shaoxiang; Wang, Xiaochen; Xu, Wentao; Liu, Yuxiu; Li, Yongqiang; Wang, Qingmin published their research in Journal of Organic Chemistry in 2021. The article was titled 《Dehalogenative Cross-Coupling of gem-Difluoroalkenes with Alkyl Halides via a Silyl Radical-Mediated Process》.Category: tetrahydropyran The article contains the following contents:

A convenient general protocol for monofluoroalkenylation reactions of alkyl bromides involving cooperative visible-light photoredox catalysis and halogen abstraction was described. Mechanistic experiments showed that the products were generated by selective cross-coupling of aliphatic radicals with fluoroalkenyl radicals. Silyl radical-mediated halogen abstraction enabled the protocol to be used for the monofluoroalkenylation of a broad range of alkyl and heteroaryl halides. The protocol was carried out on a gram scale and was applied to cholesterol, indicating its utility for late-stage monofluoroalkenylation reactions. In the experiment, the researchers used many compounds, for example, 4-Bromotetrahydropyran(cas: 25637-16-5Category: tetrahydropyran)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Category: tetrahydropyran

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

In 2022,Yan, Xingxiu; Wang, Shengchun; Liu, Zhao; Luo, Yujie; Wang, Pengjie; Shi, Wenyan; Qi, Xiaotian; Huang, Zhiliang; Lei, Aiwen published an article in Science China: Chemistry. The title of the article was 《Precise electro-reduction of alkyl halides for radical defluorinative alkylation》.Reference of 4-Bromotetrahydropyran The author mentioned the following in the article:

A precise electro-reduction strategy for radical defluorinative alkylation towards the synthesis of gem-difluoroalkenes from α-trifluoromethylstyrenes was reported. According to the redox-p.d. of the radical precursors, direct or indirect electrolysis was resp. adopted to realize the precise reduction An easy-to-handle, catalyst- and metal-free condition was developed for the reduction of alkyl radical precursors that are generally easier to be reduced than α-trifluoromethylstyrenes, while a novel electro-Ni-catalytic system was established for the electro-reduction of alkyl bromides or chlorides towards the electrochem. synthesis of gem-difluoroalkenes. The merit of this protocol was exhibited by its mild conditions, wide substrate scope, and scalable preparation Mechanistic studies and DFT calculations proved that the coordination of α-trifluoromethylstyrenes to Ni-catalyst prevents the direct reduction of the alkene and, in turn, promotes the activation of alkyl bromide through halogen atom transfer mechanism.4-Bromotetrahydropyran(cas: 25637-16-5Reference of 4-Bromotetrahydropyran) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.Reference of 4-Bromotetrahydropyran

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