Tag: 200-300

Electrooxidative and Regioselective C-H Azolation of Phenol and Aniline Derivatives was written by Feng, Pengju;Ma, Guojian;Chen, Xiaoguang;Wu, Xing;Lin, Ling;Liu, Peng;Chen, Tianfeng. And the article was included in Angewandte Chemie, International Edition in 2019.Synthetic Route of C13H12O2 The following contents are mentioned in the article:

A general and practical protocol was developed for the regioselective C-H azolation of phenol and aniline derivatives by electrooxidative cross-coupling [e.g., 4-methoxyphenol + pyrazole → 4-methoxy-2-(1H-pyrazol-1-yl)phenol (97%)]. The reaction occurs under metal-, oxidant-, and reagent-free conditions, allowing access to a wide variety of synthetically useful heteroarene derivatives The reaction also tolerates a broad range of functional groups and is amenable to gram-scale synthesis. Finally, a preliminary mechanistic study indicated that a radical-radical-combination pathway might be involved in the coupling reaction. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Synthetic Route of C13H12O2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C13H12O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Transition-Metal-Free ipso-Trifluoromethylthiolation of Lithium Aryl Boronates was written by Shen, Feng;Zheng, Hanliang;Xue, Xiao-Song;Lu, Long;Shen, Qilong. And the article was included in Organic Letters in 2019.Recommanded Product: 1003858-50-1 The following contents are mentioned in the article:

A transition-metal-free direct trifluoromethylthiolation of the ipso-carbon of lithium aryl boronates with trifluoromethanesulfenate under mild conditions was described. In addition, late-stage site-selective C-H borylation/trifluoromethylation and C-Cl borylation/trifluoromethylthiolation of biol. active mols. was developed. Initial mechanistic study suggested that the Li⁺ cation plays a vital role by coordinating to the oxygen atom of an aryl boronate complex and the oxygen of the reagent, thus allowing the aryl group to directly attack the trifluoromethylthio group of the trifluoromethylthiolating reagent. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1Recommanded Product: 1003858-50-1).

2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Recommanded Product: 1003858-50-1

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Catalyst-free photooxidation reaction from 1,4-dihydropyridazine to pyridazine under air was written by Karaki, Fumika;Kiguchi, Takuto;Itoh, Kennosuke;Sato, Noriko;Konishi, Kazuhide;Fujii, Hideaki. And the article was included in Tetrahedron in 2021.Reference of 103-16-2 The following contents are mentioned in the article:

In the inverse electron-demand Diels-Alder (iEDDA) reactions between tetrazines and strained alkenes, a mixture of 1,4-dihydropyridazine isomers are formed first, and they are then oxidized to pyridazines. Although the products of these related oxidation processes converge as pyridazines, the oxidation rate was quite low with some substrates. In this study, 1,4-dihydropyridazines formed in the iEDDA reactions were oxidized to pyridazines by simply irradiating with an UV light under an air atm. Exptl. results implied that singlet oxygen was formed in the course of the reactions to oxidize the 1,4-dihydropyridazine mols. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Reference of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Reference of 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Catalyst-free photooxidation reaction from 1,4-dihydropyridazine to pyridazine under air was written by Karaki, Fumika;Kiguchi, Takuto;Itoh, Kennosuke;Sato, Noriko;Konishi, Kazuhide;Fujii, Hideaki. And the article was included in Tetrahedron in 2021.Computed Properties of C13H12O2 The following contents are mentioned in the article:

In the inverse electron-demand Diels-Alder (iEDDA) reactions between tetrazines and strained alkenes, a mixture of 1,4-dihydropyridazine isomers are formed first, and they are then oxidized to pyridazines. Although the products of these related oxidation processes converge as pyridazines, the oxidation rate was quite low with some substrates. In this study, 1,4-dihydropyridazines formed in the iEDDA reactions were oxidized to pyridazines by simply irradiating with an UV light under an air atm. Exptl. results implied that singlet oxygen was formed in the course of the reactions to oxidize the 1,4-dihydropyridazine mols. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Computed Properties of C13H12O2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Computed Properties of C13H12O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Decarboxylative Benzylation of Aryl and Alkenyl Boronic Esters was written by Moon, Patrick J.;Fahandej-Sadi, Anis;Qian, Wenyu;Lundgren, Rylan J.. And the article was included in Angewandte Chemie, International Edition in 2018.COA of Formula: C12H17BO3 The following contents are mentioned in the article:

The copper-catalyzed decarboxylative benzylation of aryl and alkenyl boronic esters with electron-deficient aryl acetates is reported. The oxidative coupling proceeds under mild, aerobic conditions and tolerates a host of potentially reactive electrophilic functional groups that would be problematic with traditional benzylation methods (aryl iodides and bromides, protic heteroatoms, aldehydes, Michael acceptors). A reaction pathway in which a benzylic nucleophile is generated by aryl acetate decarboxylation and in turn is intercepted by the catalyst to form diarylmethane products is supported by mechanistic studies. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1COA of Formula: C12H17BO3).

2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.COA of Formula: C12H17BO3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Nickel-Catalyzed Decarbonylative Borylation and Silylation of Esters was written by Pu, Xinghui;Hu, Jiefeng;Zhao, Yue;Shi, Zhuangzhi. And the article was included in ACS Catalysis in 2016.Recommanded Product: 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane The following contents are mentioned in the article:

The nickel-catalyzed direct borylation and silylation of phenolic esters has been established. The key to this highly efficient acyl C-O bond borylative and silylative cleavage depends on the appropriate choice of different ligands and additives in the presence of nickel catalyst. Both transformations exhibit good functional group compatibility and can serve as powerful synthetic tools for late-stage functionalization of complex compounds The elucidation of key mechanistic features of this newly developed acyl C-O bond activation in esters was confirmed by two well-characterized organonickel(II) intermediates. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1Recommanded Product: 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane).

2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Recommanded Product: 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Well-defined NHC-Pd(II)-Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides was written by Zhu, Lei;Ye, Yue-Mei;Shao, Li-Xiong. And the article was included in Tetrahedron in 2012.COA of Formula: C12H12N2O The following contents are mentioned in the article:

We report herein a well-defined NHC-Pd(II)-Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides. Under the optimal reaction conditions, a variety of primary amines can be coupled with aryl chlorides to give the amination products in good to high yields within 4 h. It is worthy of noting here that the NHC-Pd(II)-Im complex showed especially high catalytic activity toward challenging sterically hindered substrates including both of aryl amines and aryl chlorides. In addition, alkyl amines were also proved to be suitable reaction partners to give the corresponding amination products in good to high yields. This study involved multiple reactions and reactants, such as N-(4-Methoxyphenyl)pyridin-3-amine (cas: 562085-85-2COA of Formula: C12H12N2O).

N-(4-Methoxyphenyl)pyridin-3-amine (cas: 562085-85-2) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.COA of Formula: C12H12N2O

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Nickel-catalysed C-O bond reduction of 2,4,6-triaryloxy-1,3,5-triazines in 2-methyltetrahydrofuran was written by Wang, Yaoyao;Shen, Jun;Chen, Qun;Wang, Liang;He, Mingyang. And the article was included in Chinese Chemical Letters in 2019.Reference of 103-16-2 The following contents are mentioned in the article:

A nickel-catalyzed reduction of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) in ecofriendly 2-methyltetrahydrofuran (2-MeTHF) is described. The phenol-TCT derivatives were readily prepared using grinding method in short time without further purification This catalytic system allowed the facile C-O cleavage of phenol-TCT derivatives under mild reaction conditions with high efficiency and good functional group tolerance. Gram-scale reaction was also achieved. Particularly, sequential functionalization of phenol-TCT derivatives followed by C-O bond reduction could also be realized, affording the high value-added products in moderate to good yields. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Reference of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Reference of 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cobalt-Catalyzed C(sp²)-C(sp³) Suzuki-Miyaura Cross Coupling was written by Ludwig, Jacob R.;Simmons, Eric M.;Wisniewski, Steven R.;Chirik, Paul J.. And the article was included in Organic Letters in 2021.COA of Formula: C12H17BO3 The following contents are mentioned in the article:

A cobalt-catalyzed method for the C(sp²)-C(sp³) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt-ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N’-dimethylcyclohexane-1,2-diamine (DMCyDA, L¹) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1COA of Formula: C12H17BO3).

2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.COA of Formula: C12H17BO3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Nickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction was written by Lee, Shao-Chi;Guo, Lin;Rueping, Magnus. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Electric Literature of C12H17BO3 The following contents are mentioned in the article:

The first nickel-catalyzed intramol. hydroacylation/Suzuki cross coupling cascade of phenylboronic acid neopentyl glycol esters I (R = Ph, anthracen-9-yl, thiophen-2-yl, etc.) with a broad range of o-allylbenzaldehydes 2-CH₂=CHCH₂-4-R³-5-R²-6-R¹C₆HCHO (R¹ = H, R² = H, OMe; R¹R² = CH=CHCH=CH; R³ = H, OMe, Me, F) has been developed. This strategy shows high regioselectivity and step economy in the construction of two C-C bonds via aldehyde C-H bond activation, affording valuable indanones II with high efficiency. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1Electric Literature of C12H17BO3).

2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Electric Literature of C12H17BO3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem