Month: February 2023

Ethanol as a Hydrogenating Agent: Palladium-Catalyzed Stereoselective Hydrogenation of Ynamides to Give Enamides was written by Siva Reddy, Alla;Kumara Swamy, K. C.. And the article was included in Angewandte Chemie, International Edition in 2017.Name: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

Ethanol is shown to act as a hydrogenating agent for ynamides R¹CCNHR²R³ [R¹ = cyclopropyl, Ph; R² = Me, Ph, PhCH₂, 2-O₂NC₆H₄CH₂, R³ = 4-MeC₆H₄SO₂; R² = Me, R³ = 4-MeOC₆H₄SO₂, 2-thienylsulfonyl, (PhO)₂P(O), etc.; R²R³ = o-CH₂C₆H₄SO₂; etc.] under palladium catalysis. This behavior is different from the normally expected reaction of ethanol addition to alkynes. The reaction showed stereoselectivity for E-enamides, which is in contrast to reports using other hydrogenating sources. The method was also extended to ynamines. Alternatively, the use of ethanol and ammonium formate as the hydrogenating source gave Z-enamides. The role of ethanol in this transfer hydrogenation was demonstrated in deuterium labeling experiment In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Name: 3-(Phenylethynyl)oxazolidin-2-one).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Name: 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Concise Synthesis of (+)-allo-Kainic Acid via MgI₂-Mediated Tandem Aziridine Ring Opening-Formal [3 + 2] Cycloaddition was written by Arena, Giada;Chen, C. Chun;Leonori, Daniele;Aggarwal, Varinder K.. And the article was included in Organic Letters in 2013.HPLC of Formula: 99395-88-7 This article mentions the following:

3-(Methylvinyl)aziridine undergoes a mild MgI₂-promoted S_N2′ ring opening and concomitant cyclization with fumarate Michael acceptors to give trisubstituted pyrrolidines. The process is efficient and highly diastereoselective. This methodol. has been applied to a concise asym. synthesis of (+)-allo-kainic acid. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7HPLC of Formula: 99395-88-7).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.HPLC of Formula: 99395-88-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

A Rhodium-Catalyzed Tandem Alkyne Dimerization/1,4-Addition Reaction was written by Lerum, Ronald V.;Russo, Christopher M.;Marquez, Jocellie E.;Chisholm, John D.. And the article was included in Advanced Synthesis & Catalysis in 2013.Application In Synthesis of 3-Acryloyloxazolidin-2-one This article mentions the following:

A convenient three-component coupling reaction for the construction of conjugated enynes using rhodium catalysis is reported. Dimerization of a monosubstituted alkyne followed by trapping of the vinyl metal intermediate with an electron-deficient alkene, such as Me vinyl ketone, provided moderate to good yields of these enynes. The use of the hindered electron-rich tris(ortho-tolyl)phosphine as a ligand for the rhodium catalyst provided the best conversions to these complex products. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Application In Synthesis of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Chiral oxazolidines are widely used as chiral auxiliaries, chiral ligands, protecting and/or directing groups in a variety of asymmetric transformations, thanks also to their easy cleavage or their further elaboration possibilities.Application In Synthesis of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Copper-Catalyzed β-Selective Hydroborylation of Ynamides: A Facile Access to (E)-β-Alkenylamide Boronates was written by Bai, Yihui;Zhang, Fang;Shen, Jiajia;Luo, Fang;Zhu, Gangguo. And the article was included in Asian Journal of Organic Chemistry in 2015.Computed Properties of C11H9NO2 This article mentions the following:

A Cu-catalyzed, highly β-selective borylation of ynamides with bis(pinacolato)diboron as the hydroboration reagent is reported, giving (E)-β-alkenylamide boronates in excellent regio- and stereoselectivity under mild reaction conditions, which provides a complementary regioselectivity to the existing methods. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Computed Properties of C11H9NO2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Computed Properties of C11H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Anxiolytic effect of non-degassed roasted coffee bean extracts in mouse was written by Washiya, Yuki;Nishikawa, Tomoaki;Fujino, Tsuchiyoshi. And the article was included in Nippon Shokuhin Kagaku Kogaku Kaishi in 2016.Product Details of 20662-84-4 This article mentions the following:

The functional difference of non-degassed and degassed coffee bean extracts was clarified by examining the anxiolytic effect of the two coffee bean extracts in mouse. We previously reported that degassing greatly decreased the concentration of volatile compounds in coffee extracts and influenced the functional effect of coffee. Anxiolytic-like behavior in mice was found to be significantly reduced (p < 0.05) by the administration of nondegassed roasted coffee bean extracts, whereas there was no effect following the administration of degassed roasted coffee bean extracts Moreover, the concentrations of two sulfur compounds, one pyrrole compound, and four pyrazine compounds were decreased by degassing, and the anxiolytic-like behavior of mice was significantly reduced (p < 0.05). To elucidate the underlying mechanism, we examined the influence of a neurotransmitter receptor antagonist on the anxiolytic effect. Our findings show that GABAA receptor and Dopamin D₁ receptor are involved in the anxiolytic effect of non-degassed coffee. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Product Details of 20662-84-4).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Product Details of 20662-84-4

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

New heterocyclic ferrocenes with planar chirality was written by Varaksin, M. V.;Utepova, I. A.;Chupakhin, O. N.;Davankov, V. A.;Ilyin, M. M.;Ilyin, M. M. Jr.;Rusinov, V. L.;Slepukhin, P. A.. And the article was included in Russian Chemical Bulletin in 2009.Application of 162157-04-2 This article mentions the following:

The σ^H-adducts of 3-(2-pyridyl)-6-aryl-1,2,4-triazines with lithium derivatives of oxazolinylferrocenes were obtained for the first time. The crystal structure of one of the oxazolinylferrocene pyridyl aryl triazine nickel pivalate complex is given. In the experiment, the researchers used many compounds, for example, [(4S)-4,5-Dihydro-4-phenyl-2-oxazolyl]ferrocene (cas: 162157-04-2Application of 162157-04-2).

[(4S)-4,5-Dihydro-4-phenyl-2-oxazolyl]ferrocene (cas: 162157-04-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Application of 162157-04-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Lewis acid promoted reactions of γ,γ-dialkoxyallylic zirconium species with various carbonyl compounds was written by Ito, Hisanaka;Sato, Azusa;Taguchi, Takeo. And the article was included in Tetrahedron in 2005.Safety of 3-Acryloyloxazolidin-2-one This article mentions the following:

The reactions of γ,γ-dialkoxyallylic zirconium species with carbonyl compounds in the presence of Lewis acid are reported. The reactivity of γ,γ-dialkoxyallylic zirconium species and reaction pathway were strongly dependent on the structure and electrostatic nature of the carbonyl compounds In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Safety of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Safety of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Enantioseparation characteristics of the chiral stationary phases based on natural and regenerated chitins was written by Mei, Xiao-Meng;Chen, Wei;Bai, Zheng-Wu. And the article was included in Journal of Separation Science in 2017.Electric Literature of C9H9NO2 This article mentions the following:

Natural and regenerated chitins were derivatized with 3,5-dimethyphenyl isocyanate. The corresponding chiral stationary phases were prepared by coating the resulting chitin derivatives on 3-aminopropyl silica gel. The swelling capacity of the chitin derivatives, enantioseparation capability, as well as eluents tolerance of the chiral stationary phases were evaluated. The results demonstrated no remarkable difference in enantioseparation capability between natural and regenerated chitins based chiral stationary phases. The similar enantioseparation characteristics of two chiral stationary phases could be understood by comparing the IR spectra of related chitin derivatives One of the two chiral stationary phases prepared by coating the chitin derivative with a lower mol. weight generally provided better enantioseparations All chiral stationary phases can work in 100% chloroform, 100% Et acetate, 100% acetone, and the mobile phases containing a certain amount of THF. The chiral stationary phase prepared from the chitin derivative with the highest swelling capacity exhibited better enantioseparations than others. This chiral stationary phase was damaged by flushing with 100% THF; however, the enantioseparation capability was recovered again after the column was allowed to stand for 1 mo. Furthermore, the recovered chiral stationary phase provided better enantioseparations for some chiral analytes than before. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Electric Literature of C9H9NO2).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Electric Literature of C9H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

The Catalytic Asymmetric Diels-Alder Reactions and Post-cycloaddition Reductive Transpositions of 1-Hydrazinodienes was written by Xie, Hao;Sammis, Glenn M.;Flamme, Eric M.;Kraml, Christina M.;Sorensen, Erik J.. And the article was included in Chemistry – A European Journal in 2011.Recommanded Product: 3-Acryloyloxazolidin-2-one This article mentions the following:

Chiral copper(II) bis(oxazoline) catalyzed regio- and stereoselective intermol. Diels-Alder reactions of 1-hydrazinodienes with various electron-deficient alkenes has been developed to yield multisubstituted cyclohexenes, e.g. I (R = H, Me, Ph, EtO₂C). These products can then undergo a mild, post-cycloaddition stereoselective reductive rearrangement to give new cyclohexenes, e.g. II (R = H, Me, Ph). In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Recommanded Product: 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Recommanded Product: 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Gold(I)-Catalyzed [8+2]-Cycloaddition of 8-Aryl-8-azaheptafulvenes with Allenamides and Ynamides: Regioselective Synthesis of Dihydrocycloheptapyrrole Derivatives was written by Suarez-Rodriguez, Tatiana;Suarez-Sobrino, Angel L.;Ballesteros, Alfredo. And the article was included in Chemistry – A European Journal in 2021.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

Gold(I)-catalyzed higher-order [8+2] cycloadditions of 8-aryl-8-azaheptafulvenes with allenamides and ynamides were studied. 1,8-Dihydrocycloheptapyrroles were achieved by a regioselective [8+2] cycloaddition of azaheptafulvenes and allenamides in the presence of (2,4-ditBuC₆H₃O)₃PAuNTf₂ as catalyst. Besides, ynamides and 8-aryl-8-azaheptafulvenes, undergo a regioselective [8+2] cycloaddition, to give 2-amido-1,4-dihydrocycloheptapyrroles in the presence of JohnPhosAuNTf₂ as catalyst. Both reactions take place with good yields and with a variety of substituents. A plausible mechanism hypothesis suggests a nucleophilic attack of the 8-azaheptafulvene to the gold activated electron rich allene or alkyne moieties of the allenamide and ynamide, resp. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem