Day: October 13, 2022

Svejstrup, Thomas D.; Chatterjee, Anamitra; Schekin, Denis; Wagner, Thomas; Zach, Julia; Johansson, Magnus J.; Bergonzini, Giulia; Konig, Burkhard published their research in ChemPhotoChem in 2021. The article was titled 《Effects of Light Intensity and Reaction Temperature on Photoreactions in Commercial Photoreactors》.HPLC of Formula: 25637-16-5 The article contains the following contents:

In the last decade, visible-light photoredox catalysis has evolved into a versatile tool in organic synthesis. However, most reports have used homemade photoreactors in their design and optimization of new methods, complicating the reproducibility of some transformations. To improve reproducibility and efficiency, laboratory photoreactors have been developed and commercialized. Herein we report a comparison of four com. available photoreactors in six mechanistically distinct photoredox reactions focusing on the difference in product yields and kinetics as well as the factors which lead to these differences, including reaction temperature and light intensity. In the experiment, the researchers used many compounds, for example, 4-Bromotetrahydropyran(cas: 25637-16-5HPLC of Formula: 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.HPLC of Formula: 25637-16-5

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

In 2022,Kancherla, Rajesh; Muralirajan, Krishnamoorthy; Rueping, Magnus published an article in Chemical Science. The title of the article was 《Excited-state palladium-catalysed reductive alkylation of imines: scope and mechanism》.Electric Literature of C5H9BrO The author mentioned the following in the article:

The development of excited-state palladium-catalyzed reductive alkylation of imines with alkyl bromides was described. The new methodol. showed broad functional group tolerance and was addnl. be applied in the direct three-component reaction of aldehydes, anilines and alkyl bromides to give the alkyl amines under mild reaction conditions. Time-resolved photoluminescence experiments allowed the determination of the excited-state reaction kinetics and indicate that the reaction was proceeded via the inner-sphere electron transfer mechanism. The experimental part of the paper was very detailed, including the reaction process of 4-Bromotetrahydropyran(cas: 25637-16-5Electric Literature of C5H9BrO)

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.Electric Literature of C5H9BrO

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

Escobar, Randolph A.; Johannes, Jeffrey W. published their research in Organic Letters in 2021. The article was titled 《Reductive Radical Conjugate Addition of Alkyl Electrophiles Catalyzed by a Cobalt/Iridium Photoredox System》.Safety of 4-Bromotetrahydropyran The article contains the following contents:

A reductive radical conjugate addition that allowed the formation of alkyl radicals via activation of alkyl bromides through cobalt/iridium catalysis was reported. The developed conditions were emphasized in the broad substrate scope presented, including benzylic halides and halides containing free alcs., silanes and chlorides. The experimental process involved the reaction of 4-Bromotetrahydropyran(cas: 25637-16-5Safety 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.Safety of 4-Bromotetrahydropyran

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

In 2022,Zackasee, Jordan L. S.; Al Zubaydi, Samir; Truesdell, Blaise L.; Sevov, Christo S. published an article in ACS Catalysis. The title of the article was 《Synergistic Catalyst-Mediator Pairings for Electroreductive Cross-Electrophile Coupling Reactions》.Category: tetrahydropyran The author mentioned the following in the article:

A mediator-assisted electrocatalysis is a general strategy for the enhancement of eXEC reactions were demonstrated. While eXEC reactions catalyzed by a variety of widely available ligand-nickel complexes were low yielding when applied to reductive couplings of challenging substrates, reactions with the same complexes generated products in near-quant. yield when a redox-matched mediator was included. A library of catalyst-mediator systems that provided complementary reactivity and enabled coupling of a range of substrate classes in high yields were identified. These catalyst systems were applicable to both chem. and electrochem. reduction, but some required electroreduction due to the low potentials required for activation. Finally, mechanistic studies offered insights that facilitated catalyst-mediator pairing. The experimental part of the paper was very detailed, including the reaction process of 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 2017,Zidan, M.; McCallum, T.; Thai-Savard, L.; Barriault, L. published 《Photoredox meets gold Lewis acid catalysis in the alkylative semipinacol rearrangement: A photocatalyst with a dark side》.Organic Chemistry Frontiers published the findings.Quality Control of 4-Bromotetrahydropyran The information in the text is summarized as follows:

The alkylative semipinacol rearrangement of a variety of TMS protected α-styrenyl substituted cyclic alcs. with unactivated bromoalkanes that merge photoredox and Au(I)/Au(III) catalysis has been achieved. This redox neutral rearrangement is marked by a dimeric Au(I) photocatalyst that plays two roles; photoredox activation of bromoalkanes and Au(III)-mediated semipinacol rearrangement coupled with C(sp3)-C(sp3) reductive elimination; a reaction mode rarely accessed. This operationally simple methodol. contains readily available starting materials that undergo reaction with [Au2(dppm)2]Cl2 upon irradiation with UVA LEDs, furnishing diversified ketone products. Primary, secondary, and tertiary bromoalkanes and a range of TMS protected α-styrenyl substituted alcs. were investigated in this transformation. In the experimental materials used by the author, we found 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

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

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 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

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 2022,Zhou, Xiao; Guo, Lin; Zhang, Haoxiang; Xia, Raymond Yang; Yang, Chao; Xia, Wujiong published an article in Advanced Synthesis & Catalysis. The title of the article was 《Nickel-Catalyzed Reductive Acylation of Carboxylic Acids with Alkyl Halides and N-Hydroxyphthalimide Esters Enabled by Electrochemical Process》.Related Products of 25637-16-5 The author mentioned the following in the article:

A sustainable Ni-catalyzed reductive acylation reaction of carboxylic acids via an electrochem. pathway was presented, affording a ketones ArC(O)R [Ar = Ph, 4-MeC6H4, 4-PhC6H4, etc.; R = n-Bu, CH(Me)2, CH2Cy, etc.] as major products. The reaction proceeded at ambient temperature using unactivated alkyl halides and N-hydroxyphthalimide (NHP) esters as coupling partners, which exhibited several synthetic advantages, including mild conditions and convenience of amplification (58% yield for 6 mmol scale reaction). In the part of experimental materials, we found many familiar compounds, such as 4-Bromotetrahydropyran(cas: 25637-16-5Related Products of 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.Related Products of 25637-16-5

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