Tag: 187.1947

Palladium-Catalyzed Oxygenative Cross-Coupling of Ynamides and Benzyl Bromides by Carbene Migratory Insertion was written by Gao, Yunpeng;Wu, Guojiao;Zhou, Qi;Wang, Jianbo. And the article was included in Angewandte Chemie, International Edition in 2018.Application of 888329-88-2 This article mentions the following:

A palladium-catalyzed oxygenative cross-coupling of ynamides and benzyl bromides has been developed. After subsequent hydrogenation, α,α-disubstituted amide derivatives, e. g., I, were obtained in good yields. Migratory insertion of α-oxo palladium carbene species, generated by intermol. oxidation, is proposed as the key step in this reaction. The study demonstrates the potential of ynamides to serve as carbene precursors in palladium-catalyzed C-C bond-forming cross-coupling reactions. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Application of 888329-88-2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Application of 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Alkylative Carboxylation of Ynamides and Allenamides with Functionalized Alkylzinc Halides and Carbon Dioxide by a Copper Catalyst was written by Takimoto, Masanori;Gholap, Sandeep Suryabhan;Hou, Zhaomin. And the article was included in Chemistry – A European Journal in 2019.Name: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

The alkylative carboxylation of ynamides and allenamides with CO₂ and alkylzinc halides catalyzed by a copper catalyst was developed. A variety of alkylzinc halides bearing functional groups were used for this transformation to afford α,β-unsaturated carboxylic acids, which contain the α,β-dehydroamino acid skeleton, introducing the corresponding alkyl group and CO₂ across the carbon-carbon triple or double bond. This alkylative carboxylation formally consists of Cu-catalyzed carbozincation of ynamides or allenamides with alkylzinc halides and the subsequent nucleophilic carboxylation of the resulting alkenylzinc species with CO₂. This protocol would be a useful method for the synthesis of α,β-dehydroamino acid derivatives possessing a functionalized alkyl group due to the high regio- and stereoselectivity, simple one-pot procedure as well as the use of CO₂ as a starting material. 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. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. 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

Regioselective TfOH-mediated hydroamidation of ynamides with nitriles was written by Wang, Wan-Shu;Chen, Ping;Tang, Yu. And the article was included in Tetrahedron in 2017.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

Ynamides (alkynyloxazolidinones and alkynylsulfonamides) underwent regioselective and diastereoselective hydroamidation reactions with nitriles such as acetonitrile mediated by TfOH and H₂O to yield (in most cases) (Z)-aminoenamides. Two of the aminoenamides were converted to oxazolidinyl pyrimidines, pyridines, and isoquinolines. 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. 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.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

One-pot synthesis of alkynylthiocyanates by phase-transfer reagent was written by Li, Ming;Song, Wangze;Dong, Kun;Zheng, Yubin. And the article was included in Tetrahedron Letters in 2020.Quality Control of 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

The thiocyano-group widely exists in natural products and drug structures. A novel one-pot synthesis of alkynylthiocyanates from terminal alkynes, [hydroxy(tosyloxy)iodo]benzene and potassium thiocyanate by phase-transfer reagent 18-crown-6, involving the hypervalent iodine intermediates in transition metal-free conditions, was developed. The internal alkynylthiocyanates could be used to synthesize some important compounds such as 5-thiocyanato-1,2,3-triazoles and (Z)-α-thiocyanato-vinyl trifluoromethanesulfonate. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Quality Control of 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. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Quality Control of 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

A Modular Synthesis of 4-Aminoquinolines and [1,3] N-to-C Rearrangement to Quinolin-4-ylmethanesulfonamides was written by Oh, Kyung Hwan;Kim, Jin Gyeong;Park, Jin Kyoon. And the article was included in Organic Letters in 2017.SDS of cas: 888329-88-2 This article mentions the following:

A copper-catalyzed regiocontrolled three-component reaction afforded diversified 4-aminoquinolines, e.g., I, using nitriles, diaryliodoniums, and ynamides. The C7-substituted regioisomers were formed regioselectively when meta-substituted phenyliodonium salts were used. [1,3] N-to-C rearrangement of the products to quinolin-4-ylmethanesulfonamides, e.g., II, and simultaneous deprotection of benzyl and sulfonamide groups were newly developed. Finally, antimalarial CK-2-68 was successfully prepared In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2SDS of cas: 888329-88-2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. 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.SDS of cas: 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Metal-free stereoselective addition of propiolic acids to ynamides: a concise synthetic route to highly substituted enediyne/dienyne-(E)-N,O-acetals was written by Prasad, Rangu;Kanikarapu, Suresh;Dutta, Shubham;Vangara, Srinivas;Sahoo, Akhila K.. And the article was included in New Journal of Chemistry in 2022.Category: oxazolidine This article mentions the following:

A straightforward and sustainable approach for the 1,2-addition of propiolic acids to ynamide has led to bench-stable sp² (E)-enol-enamides of enediynes and dienynes. The reaction is chemo-, regio- and stereoselective and did not require metal catalysts and solvent. The ynamide motif is extremely amenable to functionalization in the presence of the tethered alkyne triple bond. The synthetic technique is operationally simple; no hydrolysis of ketenimine species occurs under acidic conditions. The transformation tolerates a wide range of common functional groups, constructing a library of highly functionalized 1,5,5’/6′-enediynes and 1,5,5′-dienynes of sp² (E)-N,O-acetal skeletons. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Category: oxazolidine).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

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

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