Tag: M.W:100-200

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

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.Safety of 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

COA of Formula: 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 Metal-Free Hydroamination of Alkynes: A Mild and Concise Synthesis of Thiazolo[3,2-a]indoles and their Cytotoxic Activity. Author is Short, Spencer; Rhodes, Steven; Bhave, Vishakha S.; Hojo, Ryoga; Jha, Mukund.

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

Synthetic Route 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 Gold-Catalyzed Domino Cycloisomerization/Alkoxylation: An Entry to 3,4-Dihydro-1H-[1,4]oxazino[4,3-a]indole. Author is Dupeux, Aurelien; Michelet, Veronique.

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%.

After consulting a lot of data, we found that this compound(16400-32-1)Synthetic Route of C5H7Br can be used in many types of reactions. And in most cases, this compound has more advantages.

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

Application 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 Synthesis of Benzimidazole-Fused Medium-Sized N,S-Heterocycles via Palladium-Catalyzed Cyclizations. Author is Lopes, Alexandra Basilio; Wagner, Patrick; Gulea, Mihaela.

The synthesis of unprecedented benzimidazole-fused thiazocines, e.g., I, thiazonines, and thiazecines having an exocyclic double bond is reported. The process proceeds through an 8-, 9-, or 10-exo-dig cyclocarbopalladation followed by reduction The scope and limitations were established and showed the importance of the precursor structure for the success of the reaction. A competition between the exo-dig and the endo-dig cyclization was observed for two substrates bearing an N-homopropargyl chain, the endo-cyclization leading to rarely encountered 10- and 11-membered N,S-heterocycles with a trans-endocyclic double bond. X-ray structures of three products were obtained by co-crystallization with fumaric acid and show the twisted structures of these mols.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Palladium-Catalyzed Carbo-Oxygenation of Propargylic Amines using in Situ Tether Formation, the main research direction is propargylic amine hemiacetal haloalkyne palladium catalyst regioselective diastereoselective oxyalkynylation; alkynyloxazolidine preparation; alkynes; amino alcohols; palladium catalysis; stereoselective synthesis; tethers.Product Details of 16400-32-1.

This work reported a new method for the palladium-catalyzed oxyalkynylation and oxyarylation of propargylic amines. The reaction is perfectly regioselective based on the in-situ introduction of a hemiacetal tether derived from trifluoroacetaldehyde. Cis-selective carbo-oxygenation was achieved for terminal alkynes, whereas internal alkynes gave trans-carbo-oxygenation products. The obtained enol ethers could be easily transformed into 1,2-amino alcs. or α-amino ketones using hydrogenation or hydrolysis, resp.

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

Category: tetrahydropyran. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-(2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine, is researched, Molecular C6H13NO2, CAS is 82954-65-2, about Stereochemistry-Controlled Supramolecular Architectures of New Tetrahydroxy-Functionalized Amphiphilic Carbocyanine Dyes. Author is Schade, Boris; Singh, Abhishek Kumar; Wycisk, Virginia; Cuellar-Camacho, Jose Luis; von Berlepsch, Hans; Haag, Rainer; Boettcher, Christoph.

The syntheses of novel amphiphilic 5,5′,6,6′-tetrachlorobenzimidacarbocyanine (TBC) dye derivatives with aminopropanediol head groups, which only differ in stereochem. (chiral enantiomers, meso form and conformer), are reported. For the achiral meso form, a new synthetic route towards asym. cyanine dyes was established. All compounds form J aggregates in water, the optical properties of which were characterized by means of spectroscopic methods. The supramol. structure of the aggregates is investigated by means of cryo-transmission electron microscopy, cryo-electron tomog. and AFM, revealing extended sheet-like aggregates for chiral enantiomers and nanotubes for the mesomer, resp., whereas the conformer forms predominately needle-like crystals. The experiments demonstrate that the aggregation behavior of compounds can be controlled solely by head group stereochem., which in the case of enantiomers enables the formation of extended hydrogen-bond chains by the hydroxyl functionalities. In case of the achiral meso form, however, such chains turned out to be sterically excluded.

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Reference:
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.Product Details of 16400-32-1.Shen, Wen-Bo; Zhang, Ting-Ting; Zhang, Meng; Wu, Jing-Jing; Jiang, Xiao-Lei; Ru, Guang-Xin; Gao, Guang-Qin; Zhu, Xiu-Hong published the article 《Cu(I)- and Au(I)-catalyzed regioselective oxidation of diynes: divergent synthesis of N-heterocycles》 about this compound( cas:16400-32-1 ) in Organic Chemistry Frontiers. Keywords: pyrrole preparation regioselective; dihydroindenopyrrolone preparation regioselective; amide tethered diyne oxidative cyclization copper gold catalyst. Let’s learn more about this compound (cas:16400-32-1).

Catalyst-dependent oxidative cyclization of diynes 2-NH(C(O)R4)-4-R3C6H3CCCH2N(R2)CC(R1) [R1 = Ph, 2-phenylethenyl, thiophen-3-yl, etc.; R2 = Ts, Bs, Ms, benzenesulfonyl; R3 = H, Me, Cl, Br; R4 =Me, Ac, Bz, 4-fluorophenyl, etc.]/(R2)N(CH2CCR5)CCAr [R5 = Me, Et, pentyl, 3-phenylpropyl; Ar = Ph, 4-(trifluoromethyl)phenyl, 3,5-dichlorophenyl, etc.] with 3,5-dichloropyridine N-oxide is achieved using an amide directing group. Non-polarized and aminated alkyne could be selectively activated by copper and gold, thus leading to divergent synthesis of a range of pyrroles I and dihydroindeno[1,2-c]pyrrol-3(2H)-ones II (R6 = H, Cl, Me; R7 = H, Me, F, CF3, etc.; R8 = H, Cl, Me, etc.). It should be noted that this difference might be attributed to the multicoordinated Cu center and the linearly aligned dicoordinated Au center.

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Convenient synthesis of dioxopiperazines via aminolysis of α-(pyruvylamino) esters.SDS of cas: 50501-07-0.

Dioxopiperazines I and II were prepared from indoline III by cyclizing with MeNH2 to give dioxopiperazine IV, which was dehydrated to methylene compound V. V added AcSH to give I and II. Analogous reactions starting with pyrrole VI gave dioxopiperazine VII.

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Reference:
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 enantioconvergent halogenophilic nucleophilic substitution (SN2X) reaction, published in 2019-01-25, which mentions a compound: 16400-32-1, Name is 1-Bromo-2-pentyne, Molecular C5H7Br, Recommanded Product: 16400-32-1.

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