Category: 16400-32-1

Name: 1-Bromo-2-pentyne. 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 Stereoselective Synthesis of trans-Decalin-Based Spirocarbocycles via Photocyclization of 1,2-Diketones. Author is Chen, Sijia; Zhang, Zhongchao; Jiang, Chongguo; Zhao, Chunbo; Luo, Haojie; Huang, Jun; Yang, Zhen.

Diastereoselective synthesis of the trans-decalin-based α-hydroxyl butanone spirocarbocycles, e.g., I bearing all-carbon quaternary stereogenic centers was achieved via Norrish-Yang photocyclization of trans-decalin-substituted-2,3-butanediones using daylight. D. functional theory (DFT) calculations suggested that this diastereoselective reaction was affected by both substrate conformation and intramol. hydrogen bonds. The developed chem. could be applied to synthesizing the derivatives of the trans-decalin-based biol. important natural products.

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

Synthetic Route of C5H7Br. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Visible-Light-Induced Radical Carbo-Cyclization/gem-Diborylation through Triplet Energy Transfer between a Gold Catalyst and Aryl Iodides. Author is Zhang, Lumin; Si, Xiaojia; Rominger, Frank; Hashmi, A. Stephen K..

Gem-Diboronates I (X = O, S, NBoc; R1 = H, halo, MeCO, MeO2C, tBu, CF3, MeSO2NH; R2 = H, Me, Et; R3 = H, Me, iPr, Bu) were prepared by photochem. diboration of propargylic substrates 2-I-R1C6H3XCHR3CCR2 with B2pin2 catalyzed by gold complex [Au2(μ-dppm)2(OTf)2] with up to 90% yields. Geminal diboronates have attracted significant attention because of their unique structures and reactivity. However, benzofuran-, indole- and benzothiophene-based benzylic gem-diboronates, building blocks for biol. relevant compounds, are unknown. A promising protocol using visible light and aryl iodides for constructing valuable building blocks, including benzofuran-, indole- and benzothiophene-based benzylic gem-diboronates, via radical carbo-cyclization/gem-diborylation of alkynes with a high functional group tolerance is presented. The utility of these gem-diboronates has been demonstrated by a ten gram scale conversion, by versatile transformations, by including the synthesis of approved drug scaffolds and two approved drugs, and even by polymer synthesis. The mechanistic investigation indicates that the merging of the dinuclear gold catalyst (photoexcitation by 315-400 nm UVA light) with Na2CO3 is directly responsible for photosensitization of aryl iodides (photoexcitation by 254 nm UV light) with blue LEDs light (410-490 nm, λmax = 465 nm) through an energy transfer (EnT) process, followed by homolytic cleavage of the C-I bond in the aryl iodide substrates.

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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, Article, Chemical Science called Rhodium-catalysed tetradehydro-Diels-Alder reactions of enediynes via a rhodium-stabilized cyclic allene, Author is Thadkapally, Srinivas; Farshadfar, Kaveh; Drew, Melanie A.; Richardson, Christopher; Ariafard, Alireza; Pyne, Stephen G.; Hyland, Christopher J. T., which mentions a compound: 16400-32-1, SMILESS is CCC#CCBr, Molecular C5H7Br, Application In Synthesis of 1-Bromo-2-pentyne.

Herein, tethered unconjugated enediynes R1CCCH=CHCH(R3)XCH2CCR2 [R1 = Ph, n-pentyl, 4-fluorophenyl, etc.; R2 = H, Et, Ph; R3 = H, Me, n-Pr; X = O, NTs, NNs, C(C(O)OMe)2] have been shown to undergo a facile room-temperature RhI-catalyzed intramol. tetradehydro-Diels-Alder reaction to produce highly substituted isobenzofurans, isoindolines and indane I. Furthermore, exptl. and computational studies suggest a novel mechanism involving an unprecedented and complex RhI/RhIII/RhI/RhIII redox cycle involving the formation of an unusual strained 7-membered rhodacyclic allene intermediate and a RhIII-stabilized 6-membered ring allene complex.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16400-32-1, is researched, SMILESS is CCC#CCBr, Molecular C5H7BrJournal, Article, Research Support, N.I.H., Extramural, Research Support, U.S. Gov’t, Non-P.H.S., Journal of the American Chemical Society called Kinetic Resolution via Rh-Catalyzed C-C Activation of Cyclobutanones at Room Temperature, Author is Deng, Lin; Fu, Yue; Lee, Siu Yin; Wang, Chengpeng; Liu, Peng; Dong, Guangbin, the main research direction is kinetic resolution rhodium catalyzed carbon carbon activation cyclobutanone; trans fused bicycle cyclobutanone enantioselective synthesis DFT.Safety of 1-Bromo-2-pentyne.

Herein we describe the development of a highly selective kinetic resolution of cyclobutanones via a Rh-catalyzed “”cut-and-sew”” reaction with selectivity factor up to 785. This reaction takes place at room temperature with excellent efficiency. Various trans-5,6-fused bicycles and C2-substituted cyclobutanones were obtained with excellent ee’s that can be further used as chiral building blocks. DFT calculations reveal the crucial roles of the DTBM-segphos ligand in stabilizing the rate- and enantioselectivity-determining C-C oxidative addition transition state via favorable ligand-substrate dispersion interactions.

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

Electric Literature of C5H7Br. 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: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis. Author is Wu, Zhao; Fatuzzo, Nina; Dong, Guangbin.

A distal-selective alkenyl C-H arylation method was reported through a directed palladium/norbornene (Pd/NBE) cooperative catalysis. An usage of appropriate combination of the directing group and the NBE cocatalyst was the key feature of this method. A range of acyclic and cyclic cis-olefins were suitable substrates and the reaction was operated under air with excellent site-selectivity. Preliminary mechanistic studies were consistent with the proposed Pd/NBE-catalyzed C-H activation instead of the Heck pathway. Initial success on distal alkylation was achieved using MeI and Me bromoacetate as electrophiles.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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 Coumarin-Rasagiline Hybrids as Potent and Selective hMAO-B Inhibitors, Antioxidants, and Neuroprotective Agents. Author is Matos, Maria J.; Herrera Ibata, Diana M.; Uriarte, Eugenio; Vina, Dolores.

The frequency, complexity and morbidity of neurodegenerative diseases make them a great challenge for nowadays medicine. Most of the treatments currently used for Parkinson’s disease – the second most prevalent – are only symptomatic. Therefore, it is urgent to develop drugs that are able to act simultaneously on different targets, being able to stop neuronal death and promote the recovery of neuronal populations already affected. In this work, we studied the activity of a series of hybrid mols., which combine the structure of both coumarin and an alkynylamine group inspired on rasagiline, as MAO inhibitors, antioxidants and neuroprotective agents. Half of the studied hybrids turned out to be selective monoamine oxidase B (hMAO-B) inhibitors in the low micro/nanomolar range, demonstrating that positions 3 (compounds 1-3) and 7 (compounds 8 and 10) of the coumarin scaffold are the most suitable for the incorporation of the alkynylamine chain. All the studied compounds proved to be capable of neutralizing free radicals (DPPH). Finally, the 4-(but-2-yn-1-ylamino)coumarin (5) showed neuroprotective effects on glial cells and the 4-methyl-7-(pent-2-yn-1-ylamino)coumarin (8) inhibited intraneuronal ROS production as well.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Liang, Yi-En; D. Barve, Balaji; Kuo, Yao-Haur; Fang, Hsu-Wei; Kuo, Ting-Shen; Li, Wen-Tai published the article 《Metal-Free, DBU-Mediated, Microwave-Assisted Synthesis of Benzo[c]xanthones by Tandem Reactions of Alkynyl-1,3-diketones》. Keywords: benzoxanthone preparation microwave irradiation green chem; alkynyldiketone tandem reaction heterocyclization isomerization DBU.They researched the compound: 1-Bromo-2-pentyne( cas:16400-32-1 ).Category: tetrahydropyran. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:16400-32-1) here.

A base-mediated, green, microwave-assisted efficient preparation of a diverse benzoxanthone library from variety of readily accessible γ-alkynyl 1,3-diketones is reported. The synthesis is based on tandem reactions involving intramol. cyclization, propargyl-allenyl isomerization, and electrocyclization in one pot. Some of the benzoxanthones are also synthesized by the one-pot reaction of 1,3-diketone and alkynyl bromide under basic heating conditions. This transformation also results in the construction of one new C-C bond and one new C-O bond.

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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 Metal-Free Hydroamination of Alkynes: A Mild and Concise Synthesis of Thiazolo[3,2-a]indoles and their Cytotoxic Activity, the main research direction is thiazoloindole preparation antitumor activity; propynylthio indole hydroamination.Application In Synthesis of 1-Bromo-2-pentyne.

A metal-free, mild and efficient method for the synthesis of thiazolo[3,2-a]indoles I (R1 = H, Me, Et, Ph, 4-methoxyphenyl, 4-nitrophenyl; R2 = H, CH3; R3 = H, 6-Cl, 7-F, 7-CH3) has been developed starting from indoline-2-thiones II (R4 = H, 6-Cl, 5-Me, 5-F). The reaction methodol. involves first the formation of thermally labile 2-(prop-2-ynylthio)-1H-indole intermediates II, which undergo base-mediated intramol. hydroamination to produce the title compounds I in excellent yields.

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

Recommanded Product: 1-Bromo-2-pentyne. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Oxygen-Tethered 1,6-Enynes and [4.1.0]-Bicyclic Ether Skeletons as Hedonic Materials for the Fragrance Industry.

The synthesis of original structures for the fragrance industry bearing bicyclic scaffolds is described. To the best of authors’ knowledge, these structures are not found in the fragrance industry, neither from natural nor synthetic pathways. NHC-gold-type catalysts showed excellent activities leading to light bicyclic enol ethers. Several bicyclic adducts I (X = O, S; R1 = H, Me, Bn, etc.; R2 = H, Me, Ph; R3 = H, Me; -R2R3- = -(CH2)5-; R4 = n-Pr, Ph, 4-F3CC6H4, etc.; R5 = H, n-Pr) were prepared in good to excellent yields (18-99%). Evaluation of NHC-Au complexes allowed to reach a TOF of 300 h-1. The evaluation for the organoleptic properties of [4.1.0]-bicyclic ethers were compared with the unprecedented properties of the 1,6-enyne precursors. Evaluations of starting materials showed a great interest in these structures with various olfactory facets. In this study, the similarity and differences between starting ethers and their cycloisomerized bicyclic counterparts are depicted.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16400-32-1, is researched, SMILESS is CCC#CCBr, Molecular C5H7BrJournal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Tandem Double-Cross-Coupling/Hydrothiolation Reaction of 2-Sulfenyl Benzimidazoles with Boronic Acids, Author is Lopes, Alexandra Basilio; Choury, Mickael; Wagner, Patrick; Gulea, Mihaela, the main research direction is sulfenyl benzimidazole boronic acid palladium catalyst regioselective stereoselective; tandem Suzuki Miyaura cross coupling hydrothiolation; substituted benzimidazole preparation.HPLC of Formula: 16400-32-1.

A new tandem palladium-catalyzed reaction involving a Suzuki-Miyaura coupling, a desulfenylative coupling, and a hydrothiolation of a triple bond is reported. Notably, the desulfenylative coupling occurs without copper(I) assistance and the hydrothiolation is totally regioselective and stereoselective. The overall process results in the double incorporation of the boronic acid and the reincorporation of the sulfenyl moiety into the product structure. Starting from 2-(bromobenzylsulfenyl)-1-propargyl benzimidazoles, the transformation led to variously substituted benzimidazoles bearing a stereodefined alkenyl sulfide.

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