Category: 16400-32-1

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 Visible-Light-Induced Radical Carbo-Cyclization/gem-Diborylation through Triplet Energy Transfer between a Gold Catalyst and Aryl Iodides, published in 2020-06-10, which mentions a compound: 16400-32-1, mainly applied to photochem cyclization diboration propargyl ether thioether amine preparation heterocycle; benzofuran benzothiophene indole diboronate preparation photochem diboration propargylic compound; gold diphosphine photocatalyst cyclization diboration propargyl ether thioether amine, Formula: C5H7Br.

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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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

SDS of cas: 16400-32-1. 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 One-Pot Oxidative C-H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion-Alkyne Cyclization. Author is Orejarena Pacheco, Julio Cesar; Pusch, Stefan; Geske, Leander; Opatz, Till.

Herein, the design and development of a new one-pot and metal-free oxidative C-H activation/aza-Prins type cyclization of alkynylamines was reported. The scope of this method was demonstrated by the preparation of ten new pyrido[2,1-a]isoquinolines I [R1 = R2 = H, OMe; R3 = H, Ph, 2-thienyl, etc.; R4 = H, Et; stereo = cis, trans] in moderate to high yields (38-92%). Furthermore, a mechanistic proposal for the alkyne aza-Prins cyclization was described based on DFT calculations

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called An Expeditious Route for the Synthesis of Oxazepine Triazolo-β-Lactams through Intramolecular Metal-Free [3+2] Azide-Alkyne Cycloaddition, published in 2020, which mentions a compound: 16400-32-1, Name is 1-Bromo-2-pentyne, Molecular C5H7Br, Formula: C5H7Br.

A copper-free intramol. azide-alkyne cycloaddition reaction of 4-hydroxymethyl-β-lactam with sodium azide was described. The present approach involves the incorporation of an alkyne moiety through O-alkynylation of 3-hydroxy β-lactam with various propargylic halides. The generality of the method was demonstrated by treating the corresponding tosylates or mesylates of the hydroxymethyl functionality of a variety of β-lactam-tethered terminal and internal alkynes with sodium azide in a one-pot three-step reaction to furnish novel oxazepane-β-lactam fused triazole scaffolds of diverse interest in good yield.

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

Hock, Katharina J.; Knorrscheidt, Anja; Hommelsheim, Rene; Ho, Junming; Weissenborn, Martin J.; Koenigs, Rene M. published the article 《Tryptamine Synthesis by Iron Porphyrin Catalyzed C-H Functionalization of Indoles with Diazoacetonitrile》. Keywords: tryptamine preparation; indole preparation; diazoacetonitrile indole preparation CH functionalization iron porphyrin catalyst; C−H functionalization; biocatalysis; diazoalkanes; indoles; iron.They researched the compound: 1-Bromo-2-pentyne( cas:16400-32-1 ).Synthetic Route of C5H7Br. 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.

The development of iron porphyrin catalyzed reactions of diazoacetonitrile with N-heterocycles I (R = Me, Ph, thiophen-3-yl, etc.; R1 = CH, N; R2 = H, 2-Me, 5-methoxy, etc.) yielding important precursors of tryptamines II, along with exptl. mechanistic studies and proof-of-concept studies of an enzymic process with YfeX enzyme was described. By using readily available FeTPPCl, the highly efficient C-H functionalization of indole and indazole heterocycles is achieved. These transformations feature mild reaction conditions and excellent yields with broad functional group tolerance, and can be conducted on gram scale, thus providing a unique streamlined access to tryptamines.

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

Product Details of 16400-32-1. 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 Palladium-Catalyzed Decarboxylative Generation and Propargylation of 2-Azaallyl Anions. Author is Tang, Shaojian; Wei, Wenjing; Yin, Dan; Poznik, Michal; Chruma, Jason J..

A palladium-catalyzed decarboxylative propargylation (DcPg) of propargyl 2,2-diphenylglycinate imines was developed for the synthesis of [((diphenylmethylene)amino)alkynyl]arenes (Ph2)C=NCH(Ar)CH2C≡CR [R = Me, Et, TMS; Ar = 4-CNC6H4, 2-BrC6H4, 3-pyridyl, etc.]. In this process, the nature of the propargyl ester and aryl imine components, as well as the catalyst system and solvent had a significant impact on the ratio of desired propargylated products vs. allene and/or diene side products that arose via different modes of C-C bond formation. The resulting propargylated products were transformed readily into useful (Z)-homoallylic amines. Moreover, the regioisomeric diene products could be converted to pharmaceutically-relevant diarylmethyl imines via a two-step Diels-Alder/oxidation process.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Formula: C5H7Br. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Iodine-Catalyzed Synthesis of Substituted Furans and Pyrans: Reaction Scope and Mechanistic Insights. Author is Pace, Domenic P.; Robidas, Raphael; Tran, Uyen P. N.; Legault, Claude Y.; Nguyen, Thanh Vinh.

Substituted pyrans and furans are core structures found in a wide variety of natural products and biol. active compounds Herein, we report a practical and mild catalytic method for the synthesis of substituted pyrans and furans using mol. iodine, a simple and inexpensive catalyst. The method described is performed under solvent-free conditions at an ambient temperature and atm., thus offering a facile and practical alternative to currently available reaction protocols. A combination of exptl. studies and d. functional theory calculations revealed interesting mechanistic insights into this seemingly simple reaction.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-Bromo-2-pentyne(SMILESS: CCC#CCBr,cas:16400-32-1) is researched.Formula: C6H6N2O. The article 《Enantioselective Intramolecular [2,3]-Sigmatropic Rearrangement of Aldehydes via a Sulfonium Enamine Intermediate》 in relation to this compound, is published in Angewandte Chemie, International Edition. Let’s take a look at the latest research on this compound (cas:16400-32-1).

The rearrangement of sulfur-containing aldehydes by using a sulfonium enamine intermediate as a formylcarbene mimetic is reported. This is an enantioselective, organocatalytic [2,3]-sigmatropic rearrangement enabling chiral cyclic sulfides bearing an α-quaternary chiral center to be prepared in high optical purity. The enantioselectivity is controlled with a cooperative organocatalyst pair consisting of a chiral amine and a chiral phosphoric acid (CPA). The synthetic versatility of this method is demonstrated by its rapid access to structurally diverse chiral spiro S-heterocycles.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-Bromo-2-pentyne(SMILESS: CCC#CCBr,cas:16400-32-1) is researched.Category: tetrahydropyran. The article 《An Expeditious Route for the Synthesis of Oxazepine Triazolo-β-Lactams through Intramolecular Metal-Free [3+2] Azide-Alkyne Cycloaddition》 in relation to this compound, is published in Australian Journal of Chemistry. Let’s take a look at the latest research on this compound (cas:16400-32-1).

A copper-free intramol. azide-alkyne cycloaddition reaction of 4-hydroxymethyl-β-lactam with sodium azide was described. The present approach involves the incorporation of an alkyne moiety through O-alkynylation of 3-hydroxy β-lactam with various propargylic halides. The generality of the method was demonstrated by treating the corresponding tosylates or mesylates of the hydroxymethyl functionality of a variety of β-lactam-tethered terminal and internal alkynes with sodium azide in a one-pot three-step reaction to furnish novel oxazepane-β-lactam fused triazole scaffolds of diverse interest in good yield.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Electric Literature of C5H7Br. 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 Asymmetric Synthesis of Alkylzincs by Rhodium-Catalyzed Enantioselective Arylative Cyclization of 1,6-Enynes with Arylzincs. Author is Chen, Jiahua; Hayashi, Tamio.

A chiral diene-rhodium complex was found to catalyze the reaction of 1,6-enynes with ArZnCl to give high yields of 2-(alkylidene)cyclopentylmethylzincs with high enantioselectivity (95-99% ee). The enantioenriched alkylzincs were readily converted in a one-pot approach into a wide variety of functionalized products by taking advantage of their unique reactivity. The catalytic cycle involves arylrhodation of alkyne, intramol. alkenylrhodation of alkene, and transmetalation of the alkyl-rhodium intermediate into alkylzinc. Thus, e.g., treatment of enyne I with 4-MeOC6H4ZnCl and ZnCl2 in presence of chiral Rh complex afforded regioisomers II/III (88%, 20/1) after DOAc quenching, consistent with alkylzinc and arylzinc intermediates.

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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 Microwave induced synthesis of a new class of pyrano isoxazoline and isoxazole annulated chromones – an intramolecular nitrile oxide cycloaddition with tethered olefins and alkynes, the main research direction is tetracyclic pyrano isoxazolyl annulated chromone green preparation.Related Products of 16400-32-1.

A variety of new highly substituted-tetracyclic pyrano isoxazoline/isoxazole annulated chromone derivatives I [R1 = H, Cl; R2 = H, Me, Ph; R3 = H, Me] and II [R4 = H, Me, Et] were synthesized via eco-friendly microwave assisted/ceric ammonium nitrate (CAN) as an oxidant, intramol. 1,3-dipolar cycloaddition with in situ generated nitrile oxides from aldoximes of alkene/alkyne tethered chromones. This protocol was practically simple and efficient to construct diverse range of substituted pyrano isoxazoline/isoxazole annulated chromone derivatives and gave higher yields of products in microwave irradiation compared to conventional heating. The structures of all the synthesized compounds were established by IR, NMR and mass spectral anal.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics