Tag: 200-300

B(C₆F₅)₃-Catalyzed Hydroarylation of Aryl Alkynes for the Synthesis of 1,1-Diaryl and Triaryl Substituted Alkenes was written by Chen, Hui;Gao, Liuzhou;Liu, Xueting;Wang, Guoqiang;Li, Shuhua. And the article was included in European Journal of Organic Chemistry in 2021.Application In Synthesis of 4-Benzyloxyphenol The following contents are mentioned in the article:

A new strategy for the synthesis of 1,1-diaryl and triaryl-substituted alkenes was developed utilizing B(C₆F₅)₃-catalyzed hydroarylation of alkynes with phenols. The method provided a direct route to ortho-alkenylated phenols with both terminal and internal alkynes. The reactions showed excellent regioselectivity and good stereoselectivity were observed for the hydroarylation of internal alkynes. Computational and exptl. studies suggested that for the reaction of internal alkynes and phenols, an acid-catalyzed isomerization mechanism involving two tertiary carbonium ion intermediates was responsible for the formation of Z-triaryl substituted alkenes. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application In Synthesis of 4-Benzyloxyphenol).

4-Benzyloxyphenol (cas: 103-16-2) 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. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Application In Synthesis of 4-Benzyloxyphenol

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

Discovery of Reversible Inhibitors of KDM1A Efficacious in Acute Myeloid Leukemia Models was written by Romussi, Alessia;Cappa, Anna;Vianello, Paola;Brambillasca, Silvia;Cera, Maria Rosaria;Dal Zuffo, Roberto;Faga, Giovanni;Fattori, Raimondo;Moretti, Loris;Trifiro, Paolo;Villa, Manuela;Vultaggio, Stefania;Cecatiello, Valentina;Pasqualato, Sebastiano;Dondio, Giulio;So, Chi Wai Eric;Minucci, Saverio;Sartori, Luca;Varasi, Mario;Mercurio, Ciro. And the article was included in ACS Medicinal Chemistry Letters in 2020.Safety of 4-Benzyloxyphenol The following contents are mentioned in the article:

Lysine-specific demethylase 1 (LSD1 or KDM1A) is a FAD-dependent enzyme that acts as a transcription corepressor or coactivator by regulating the methylation status of histone H3 lysines K4 and K9, resp. KDM1A represents an attractive target for cancer therapy. While, in the past, the main medicinal chem. strategy toward KDM1A inhibition was based on the optimization of ligands that irreversibly bind the FAD cofactor within the enzyme catalytic site, we and others have also identified reversible inhibitors. Herein we reported the discovery of 5-imidazolylthieno[3,2-b]pyrroles, a new series of KDM1A inhibitors endowed with picomolar inhibitory potency, active in cells and efficacious after oral administration in murine leukemia models. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Safety of 4-Benzyloxyphenol).

4-Benzyloxyphenol (cas: 103-16-2) 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. 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.Safety of 4-Benzyloxyphenol

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

Catalyst-free reductive hydrogenation or deuteration of aryl-heteroatom bonds induced by light was written by Yan, Boyu;Zhou, Yutong;Wu, Jieliang;Ran, Maogang;Li, Huihui;Yao, Qiuli. And the article was included in Organic Chemistry Frontiers in 2021.Application of 103-16-2 The following contents are mentioned in the article:

A simple and catalyst-free photochem. strategy for the direct reduction of aryl trimethylammonium salts ArNMe₃OTf (Ar = biphenyl-4-yl, 2-naphthyl, quinolin-3-yl, etc.), aryl triflates Ar¹OTf (Ar¹ = biphenyl-3-yl, 1,6-dimethylpyridin-4-yl, benzothiazol-5-yl, etc.), and haloarenes Ar²X (Ar² = biphenyl-4-yl, 2-naphthyl, quinolin-4-yl, etc.; X = Cl, Br, I) to arenes ArH/Ar¹H or deuterium-labeled arenes ArD/Ar¹D/Ar²D was described. A broad range of substrate scope was demonstrated with high yields and deuterium incorporations. Radical clock experiments indicate the formation of aryl radical intermediates that can also be trapped by phenols. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. 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.Application of 103-16-2

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

Catalyst-free reductive hydrogenation or deuteration of aryl-heteroatom bonds induced by light was written by Yan, Boyu;Zhou, Yutong;Wu, Jieliang;Ran, Maogang;Li, Huihui;Yao, Qiuli. And the article was included in Organic Chemistry Frontiers in 2021.Application of 103-16-2 The following contents are mentioned in the article:

A simple and catalyst-free photochem. strategy for the direct reduction of aryl trimethylammonium salts ArNMe₃OTf (Ar = biphenyl-4-yl, 2-naphthyl, quinolin-3-yl, etc.), aryl triflates Ar¹OTf (Ar¹ = biphenyl-3-yl, 1,6-dimethylpyridin-4-yl, benzothiazol-5-yl, etc.), and haloarenes Ar²X (Ar² = biphenyl-4-yl, 2-naphthyl, quinolin-4-yl, etc.; X = Cl, Br, I) to arenes ArH/Ar¹H or deuterium-labeled arenes ArD/Ar¹D/Ar²D was described. A broad range of substrate scope was demonstrated with high yields and deuterium incorporations. Radical clock experiments indicate the formation of aryl radical intermediates that can also be trapped by phenols. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application 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. 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.Application of 103-16-2

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

Cu-Catalyzed cis-selective ring-opening cross-coupling of an oxabicyclic olefin with an organoboron reagent was written by Liu, Bowen;Peng, Guochun;Zhang, Yu;Liu, Chunhui;Zhao, Jinbo. And the article was included in Organic & Biomolecular Chemistry in 2021.Product Details of 1003858-50-1 The following contents are mentioned in the article:

The Cu(I)-catalyzed ring-opening cross-coupling of oxabicyclic olefins I (R = H, 6,7-di-Me, 5,8-dimethoxy, 6,7-dibromo, etc.) with organoboron reagents ArB(-OCH₂C(Me)₂CH₂O-) (Ar = 4-chlorophenyl, 1-methyl-1H-indol-5-yl, naphthalen-2-yl, etc.) and phenylboronic acid pinacol ester provides access to cis-2-aryl-1,2-dihydronaphthalen-1-ol derivatives II, in contrast to the exclusive trans-selectivity in related Cu-catalyzed reactions with Grignard reagents. DFT calculations suggest that the reaction possibly proceeds via boronic ester byproduct assisted ring-opening as an alternative pathway to the canonical β-oxygen elimination as the rate-determining step. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1Product Details of 1003858-50-1).

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. 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.Product Details of 1003858-50-1

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

A review on demelanizing agents was written by Narkhede, Rohan;Bonde, Prajkta;Mapari, Mangesh. And the article was included in World Journal of Pharmacy and Pharmaceutical Sciences in 2020.Reference of 103-16-2 The following contents are mentioned in the article:

A review. Demalanizing agent are the agents which causes inhibition of synthesis of melanin and thus prevent hyperpigmentation on skin. They lighten the skin. They are used as single component or along with combinations of demalanizing agent also known as skin whitening agents. Commonly used examples are hydroquinone mequinol, Azelaic acid, monobenzone, tretinoin, ascorbic acid,etc. These agents are used in light induced pigmentations, heperimentations due to sun burn and melisma and chloasma of pregnancy. Certain agents are used in cosmetics, generally plant extracts which has less irritancy are used. The hyperpigmentation caused by skin whitening agents is not ‘curable’ and will persist for a lifetime. 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 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.Reference of 103-16-2

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

A review on demelanizing agents was written by Narkhede, Rohan;Bonde, Prajkta;Mapari, Mangesh. And the article was included in World Journal of Pharmacy and Pharmaceutical Sciences in 2020.Product Details of 103-16-2 The following contents are mentioned in the article:

A review. Demalanizing agent are the agents which causes inhibition of synthesis of melanin and thus prevent hyperpigmentation on skin. They lighten the skin. They are used as single component or along with combinations of demalanizing agent also known as skin whitening agents. Commonly used examples are hydroquinone mequinol, Azelaic acid, monobenzone, tretinoin, ascorbic acid,etc. These agents are used in light induced pigmentations, heperimentations due to sun burn and melisma and chloasma of pregnancy. Certain agents are used in cosmetics, generally plant extracts which has less irritancy are used. The hyperpigmentation caused by skin whitening agents is not ‘curable’ and will persist for a lifetime. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Product Details of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) 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. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Product Details of 103-16-2

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

Ester-directed Ru-catalyzed C-O activation/C-C coupling reaction of ortho-methoxy naphthoates with organoboroneopentylates was written by Zhao, Yigang;Snieckus, Victor. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.COA of Formula: C12H17BO3 The following contents are mentioned in the article:

A new, catalytic and general synthetic methodol. for the construction of biaryls and heterobiaryls by the cross-coupling of ortho-methoxy naphthoates with organoboroneopentylates is disclosed. The reaction proceeds under RuH₂(CO)(PPh₃)₃-catalyzed conditions driven by unreactive C-O bond activation of a proximate ester directing group (DG)-catalyst chelation. This one-step synthesis of 2-aryl and -heteroaryl-1-naphthoates has the features of operational simplicity, min. waste and convenient scale-up. The hierarchy of C(O)Me > CONEt₂ > CO₂Me coordination-assisted reactivity, of potential value in chemoselective synthesis, is also established. 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 perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. 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

A synthesis-driven structure revision of plagiochin E, a highly bioactive bisbibenzyl was written by Speicher, Andreas;Groh, Matthias;Zapp, Josef;Schaumloeffel, Anu;Knauer, Michael;Bringmann, Gerhard. And the article was included in Synlett in 2009.Category: ethers-buliding-blocks The following contents are mentioned in the article:

Recently, a bis-bibenzyl named plagiochin E showing remarkable antifungal and antitumor activities was isolated from Marchantia polymorpha, a liverwort. The total synthesis of the proposed structure for plagiochin E and of 2 structurally and biosynthetically related bis-bibenzyls and comparison of the NMR of the synthetic compounds with those of the isolated bis-bibenzyls necessitates a structure revision for plagiochin E. The isolated bis-bibenzyl called plagiochin E proved to be riccardin D. Exemplarily for this metabolite, the stereostructure was investigated, by racemate resolution on a chiral Lux Cellulose-1 phase with HPLC-CD coupling and quantum chem. CD calculations, clearly assigning the P-configuration for the faster and the M-configuration to the slower enantiomer. This study involved multiple reactions and reactants, such as 5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (cas: 1132669-90-9Category: ethers-buliding-blocks).

5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (cas: 1132669-90-9) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. 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.Category: ethers-buliding-blocks

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

Discovery of 3-aryl substituted benzoxaboroles as broad-spectrum inhibitors of serine- and metallo-β-lactamases was written by Yan, Yu-Hang;Li, Zhao-Feng;Ning, Xiang-Li;Deng, Ji;Yu, Jun-Lin;Luo, Yubin;Wang, Zhenling;Li, Guo;Li, Guo-Bo;Xiao, You-Cai. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.Application In Synthesis of 5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde The following contents are mentioned in the article:

The production of β-lactamases represents the main cause of resistance to clin. important β-lactam antibiotics. Boron containing compounds have been demonstrated as promising broad-spectrum β-lactamase inhibitors to combat β-lactam resistance. Here we report a series of 3-aryl substituted benzoxaborole derivatives, which manifested broad-spectrum inhibition to representative serine-β-lactamases (SBLs) and metallo-β-lactamases (MBLs). The most potent inhibitor 9f displayed an IC50 value of 86 nM to KPC-2 SBL and micromolar inhibitory activity towards other tested enzymes. Cell-based assays further revealed that 9f was able to significantly reduce the MICs of meropenem in clin. isolated KPC-2-producing bacterial strains and it showed no apparent toxicity in HEK293T cells. This study involved multiple reactions and reactants, such as 5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (cas: 1132669-90-9Application In Synthesis of 5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde).

5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (cas: 1132669-90-9) 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. 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.Application In Synthesis of 5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

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