Category: 57399-11-8

Formula: C14H9Cl. 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: 4-Chloro-4′-ethynyl-1,1′-biphenyl, is researched, Molecular C14H9Cl, CAS is 57399-11-8, about Copper-Catalyzed and Proton-Directed Selective Hydroxymethylation of Alkynes with CO2. Author is Wang, Mei-Yan; Jin, Xin; Wang, Xiaofei; Xia, Shumei; Wang, Yue; Huang, Shouying; Li, Ying; He, Liang-Nian; Ma, Xinbin.

An intriguing strategy for copper-catalyzed hydroxymethylation of alkynes with CO2 and hydrosilane was developed. Switched on/off a proton source, for example, t-BuOH, direct hydroxymethylation and reductive hydroxymethylation could be triggered selectively, delivering a series of allylic alcs. and homobenzylic alcs., resp., with high levels of Z/E, regio- and enantioselectivity. Such a selective synthesis is attributed to the differences in response of vinylcopper intermediate to proton and CO2. The protonation of vinylcopper species is demonstrated to be prior to hydroxymethylation, thus allowing a diversion from direct alkyne hydroxymethylation to reductive hydroxymethylation in the presence of a suitable proton source.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Quinodoz, Pierre; Wright, Karen; Drouillat, Bruno; Kletskii, Mikhail E.; Burov, Oleg N.; Lisovin, Anton. V.; Couty, Francois published the article 《α-Hydroxy-Tetrazoles as Latent Ethynyl Moieties: A Mechanistic Investigation》. Keywords: hydroxytetrazole dehydration Fritsch Buttenberg Wiechell; alkyne preparation.They researched the compound: 4-Chloro-4′-ethynyl-1,1′-biphenyl( cas:57399-11-8 ).Application In Synthesis of 4-Chloro-4′-ethynyl-1,1′-biphenyl. 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:57399-11-8) here.

This article focuses on the dehydration of α-hydroxy-tetrazoles, leading to tetraazafulvenes and then to vinylic carbenes that rearrange into ethynyl moieties through the Fritsch-Buttenberg-Wiechell rearrangement. Each step of this sequence was scrutinized, either by examination of the substrate and/or dehydrating agent scope, or through AM1 calculations, to understand the limiting step of this process. This underrated transformation appears to be a viable alternative to existing methods used for transforming aldehydes into alkynes.

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Tetrahydroisoquinoline – Wikipedia,
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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: 57399-11-8, is researched, Molecular C14H9Cl, about Discovery of a novel series of N-hydroxypyridone derivatives protecting astrocytes against hydrogen peroxide-induced toxicity via improved mitochondrial functionality, the main research direction is hydroxy pyridone derivative preparation astrocyte neuroprotectant mitochondria; Astrocytes; Ciclopirox; N-hydroxypyridone; Neuroprotection; Oxidative stress.Formula: C14H9Cl.

Astrocytes play a key role in brain homeostasis, protecting neurons against neurotoxic stimuli such as oxidative stress. Therefore, the neuroprotective therapeutics that enhance astrocytic functionality has been regarded as a promising strategy to reduce brain damage. We previously reported that ciclopirox, a well-known antifungal N-hydroxypyridone compound, protects astrocytes from oxidative stress by enhancing mitochondrial function. Using the N-hydroxypyridone scaffold, we have synthesized a series of cytoprotective derivatives Mitochondrial activity assay showed that N-hydroxypyridone derivatives with biphenyl group have comparable to better protective effects than ciclopirox in astrocytes exposed to H2O2. N-hydroxypyridone derivatives, especially 11g, inhibited H2O2-induced deterioration of mitochondrial membrane potential and oxygen consumption rate, and significantly improved cell viability of astrocytes. The results indicate that the N-hydroxypyridone motif can provide a novel cytoprotective scaffold for astrocytes via enhancing mitochondrial functionality.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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 α-Hydroxy-Tetrazoles as Latent Ethynyl Moieties: A Mechanistic Investigation, published in 2019, which mentions a compound: 57399-11-8, Name is 4-Chloro-4′-ethynyl-1,1′-biphenyl, Molecular C14H9Cl, Application of 57399-11-8.

This article focuses on the dehydration of α-hydroxy-tetrazoles, leading to tetraazafulvenes and then to vinylic carbenes that rearrange into ethynyl moieties through the Fritsch-Buttenberg-Wiechell rearrangement. Each step of this sequence was scrutinized, either by examination of the substrate and/or dehydrating agent scope, or through AM1 calculations, to understand the limiting step of this process. This underrated transformation appears to be a viable alternative to existing methods used for transforming aldehydes into alkynes.

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Safety of 4-Chloro-4′-ethynyl-1,1′-biphenyl. 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: 4-Chloro-4′-ethynyl-1,1′-biphenyl, is researched, Molecular C14H9Cl, CAS is 57399-11-8, about Chemodivergent Synthesis of One-Carbon-Extended Alcohols via Copper-Catalyzed Hydroxymethylation of Alkynes with Formic Acid. Author is Jin, Xin; Fu, Hong-Chen; Wang, Mei-Yan; Huang, Shouying; Wang, Yue; He, Liang-Nian; Ma, Xinbin.

Here an intriguing strategy for the chemodivergent copper-catalyzed hydroxymethylation of alkynes RCCR1 (R = Ph, cyclopropyl, thiophen-2-yl, etc.; R1 = Ph, H, 3-fluorophenyl, 2-fluorophenyl, etc.) and R2CCH [R2 = 4-(4-methylphenyl)phenyl, 4-(4-fluorophenyl)phenyl, 4-(thiophen-2-yl)phenyl, etc.] and 9-ethynylphenanthrene with formic acid and hydrosilane has been developed. By simply tuning the amount of formic acid and reaction temperature, distinct one-carbon-extended primary alcs., i.e., allylic alcs. (E)/(Z)-RCH=C(R1)CH2OH and β-branched alkyl alcs., (S)-R2CH(CH3)CH2OH and (S)-2-(phenanthren-9-yl)propan-1-ol were produced with high levels of Z/E-, regio-, and enantioselectivity.

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Tetrahydroisoquinoline – Wikipedia,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《α-Hydroxy-Tetrazoles as Latent Ethynyl Moieties: A Mechanistic Investigation》. Authors are Quinodoz, Pierre; Wright, Karen; Drouillat, Bruno; Kletskii, Mikhail E.; Burov, Oleg N.; Lisovin, Anton. V.; Couty, Francois.The article about the compound:4-Chloro-4′-ethynyl-1,1′-biphenylcas:57399-11-8,SMILESS:C#CC1=CC=C(C2=CC=C(Cl)C=C2)C=C1).Application In Synthesis of 4-Chloro-4′-ethynyl-1,1′-biphenyl. Through the article, more information about this compound (cas:57399-11-8) is conveyed.

This article focuses on the dehydration of α-hydroxy-tetrazoles, leading to tetraazafulvenes and then to vinylic carbenes that rearrange into ethynyl moieties through the Fritsch-Buttenberg-Wiechell rearrangement. Each step of this sequence was scrutinized, either by examination of the substrate and/or dehydrating agent scope, or through AM1 calculations, to understand the limiting step of this process. This underrated transformation appears to be a viable alternative to existing methods used for transforming aldehydes into alkynes.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem