Category: 16400-32-1

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.Recommanded Product: 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

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 Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis, the main research direction is alkene aryl iodide palladium norbornene catalyst regioselective diastereoselective arylation; alkyl iodide alkene palladium norbornene catalyst regioselective diastereoselective alkylation.Recommanded Product: 16400-32-1.

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.

From this literature《Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis》,we know some information about this compound(16400-32-1)Recommanded Product: 16400-32-1, but this is not all information, there are many literatures related to this compound(16400-32-1).

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 Palladium-Catalyzed Decarboxylative Generation and Propargylation of 2-Azaallyl Anions, published in 2019, which mentions a compound: 16400-32-1, Name is 1-Bromo-2-pentyne, Molecular C5H7Br, Related Products of 16400-32-1.

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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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, 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, which mentions a compound: 16400-32-1, SMILESS is CCC#CCBr, Molecular C5H7Br, Recommanded Product: 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

Yang, Guixiang; Liu, Ye; Wang, Liqun; Zhang, Yue; Ma, Xiaoming; Zhang, Wei published an article about the compound: 1-Bromo-2-pentyne( cas:16400-32-1,SMILESS:CCC#CCBr ).Application of 16400-32-1. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:16400-32-1) through the article.

Intermediates generated from three-component [3+2] cycloaddition of 2-bromo arylaldehydes such as 2-bromobenzaldehyde, 2-bromo-5-(trifluoromethyl)benzaldehyde, 2-bromonaphthalene-1-carbaldehyde, etc. and maleimides I (R = Me, Et, t-Bu, benzyl) with amino esters (Et 2-aminopropanoate hydrochloride) or amino acids (2-amino-2-methylpropanoic acid) underwent N-propargylation and reductive Heck cyclization to form pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines e.g., II.

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

Application of 16400-32-1. 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 Cu(I)- and Au(I)-catalyzed regioselective oxidation of diynes: divergent synthesis of N-heterocycles. Author is Shen, Wen-Bo; Zhang, Ting-Ting; Zhang, Meng; Wu, Jing-Jing; Jiang, Xiao-Lei; Ru, Guang-Xin; Gao, Guang-Qin; Zhu, Xiu-Hong.

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

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.Electric Literature of C5H8Br4. The article 《Diastereoselective synthesis of hexahydropyrrolo[2,1-a]isoquinolines by [3+2] cycloaddition and cyclative Heck alkyne hydroarylation》 in relation to this compound, is published in Tetrahedron Letters. Let’s take a look at the latest research on this compound (cas:16400-32-1).

Intermediates generated from three-component [3+2] cycloaddition of 2-bromo arylaldehydes such as 2-bromobenzaldehyde, 2-bromo-5-(trifluoromethyl)benzaldehyde, 2-bromonaphthalene-1-carbaldehyde, etc. and maleimides I (R = Me, Et, t-Bu, benzyl) with amino esters (Et 2-aminopropanoate hydrochloride) or amino acids (2-amino-2-methylpropanoic acid) underwent N-propargylation and reductive Heck cyclization to form pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines e.g., II.

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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, Tetrahedron called Palladium-catalyzed desymmetric [2+2+2] cycloaddition of 1,6-enyne and alkyne, Author is Zhao, Wei-Cheng; Wang, Xin; Feng, Juhua; Tian, Ping; He, Zhi-Tao, which mentions a compound: 16400-32-1, SMILESS is CCC#CCBr, Molecular C5H7Br, Safety of 1-Bromo-2-pentyne.

A novel and straightforward palladium-catalyzed desym. [2+2+2] cycloaddition reaction of alkyne-tethered cyclohexadienone and internal alkyne is established. Widely existing fused tricyclic hydronaphthofuran and hydronaphthopyrrole frameworks are prepared diastereoselectively in moderate to excellent yields. One-step aromatization process provides a new and facile access to important benzene-containing tricycles from above cycloaddition products.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Recommanded Product: 1-Bromo-2-pentyne. 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 Ni-Catalyzed Cyclization of Enynes and Alkynylboronates: Atom-Economical Synthesis of Boryl-1,4-dienes. Author is Cabrera-Lobera, Natalia; Quiros, M. Teresa; Bunuel, Elena; Cardenas, Diego J..

We report a novel atom-economical Ni-catalyzed cyclization reaction of enynes with alkynylboronates. The reaction employs a non-expensive Ni salt, a phosphine-based ligand and easy-handling alkynylboronates as boron-carbon source. The reaction provides complex fused-bicyclic compounds containing borylated 1,4-cyclohexadienes in high yields in short reaction times, involving the formation of two C-C bonds in one step. A reasonable reaction mechanism is proposed based on mechanistic exptl. results.

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

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 Gold-Catalyzed Domino Cycloisomerization/Alkoxylation: An Entry to 3,4-Dihydro-1H-[1,4]oxazino[4,3-a]indole, published in 2021-12-17, which mentions a compound: 16400-32-1, mainly applied to dihydrooxazinoindole diastereoselective regioselective preparation; alc aldehydeyne domino cycloisomerization alkoxylation gold catalyst, Product Details of 16400-32-1.

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