Day: November 9, 2022

The Synthesis of Novel Oxazolinylphosphinic Esters and Amides and Application to the Cyanosilylation of Aldehydes was written by Luo, Mei. And the article was included in Current Organic Synthesis on October 31,2015.Application of 150699-08-4 The following contents are mentioned in the article:

A new class of modular functionalized oxazolines were synthesized using a simple, novel 1-pot method under inert moisture-free conditions. Then the oxazolines can be further elaborated to phosphine-containing oxazolines. The 1st step is to synthesize intermediates via the reaction of 2-hydroxybenzonitrile or 2-aminobenzonitrile with chiral amino alcs., subsequent reactions with phosphine chlorides, providing products in moderate yields. Product structures are fully characterized by NMR, IR, MS and x-ray analyses. These compounds are highly active catalysts for the cyanosilylation of prochiral benzaldehyde (20-96% yield). This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Application of 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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.Application of 150699-08-4

150699-08-4;(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol;The future of 150699-08-4;New trend of C15H13NO2;function of 150699-08-4

Enantioselective addition of diethylzinc to aromatic aldehydes with chiral 2-oxazolinyl phenol as catalysts was written by Li, Xin-sheng; Wu, Xiao-hua; Fang, Ke-ming. And the article was included in Zhejiang Shifan Daxue Xuebao, Ziran Kexueban on November 30,2005.Product Details of 150699-08-4 The following contents are mentioned in the article:

Chiral 2-oxazolinyl phenols were prepared and applied in the addition reaction of diethylzinc to aromatic aldehydes with moderate enantioselectivity. Ligand I was found to show the best asym. induction in the addition reaction of p-chlorobenzaldehyde to provide sec-alc. with 85% yield and 63% ee. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Product Details of 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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.Product Details of 150699-08-4

150699-08-4;(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol;The future of 150699-08-4;New trend of C15H13NO2;function of 150699-08-4

Enantioselective addition of diethylzinc to aromatic aldehydes with chiral 2-oxazolinyl phenol as catalysts was written by Li, Xin-sheng; Wu, Xiao-hua; Fang, Ke-ming. And the article was included in Zhejiang Shifan Daxue Xuebao, Ziran Kexueban on November 30,2005.Electric Literature of C16H15NO2 The following contents are mentioned in the article:

Chiral 2-oxazolinyl phenols were prepared and applied in the addition reaction of diethylzinc to aromatic aldehydes with moderate enantioselectivity. Ligand I was found to show the best asym. induction in the addition reaction of p-chlorobenzaldehyde to provide sec-alc. with 85% yield and 63% ee. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Electric Literature of C16H15NO2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. 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 C16H15NO2

163165-92-2;(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-92-2;New trend of C16H15NO2;function of 163165-92-2

Enantioselective Cu-catalyzed 1,4-addition of Me3Al to a 4,4-disubstituted cyclohexa-2,5-dienone was written by Takemoto, Yoshiji; Kuraoka, Satoru; Hamaue, Naoko; Aoe, Keiichi; Hiramatsu, Hajime; Iwata, Chuzo. And the article was included in Tetrahedron on November 4,1996.Computed Properties of C13H17NO2 The following contents are mentioned in the article:

A series of chiral enantiomerically pure 2-aryloxazolines was synthesized. (4S)-2-(2′,6′-dimethoxyphenyl)-4-isopropyloxazoline proved to be an efficient chiral ligand for the Cu-catalyzed conjugate addition of Me3Al to cyclohexadienone, and by using 20 mol% of this ligand, 1,4-adduct was obtained in 68% ee. In addition, TBDMSOTf is crucial for the asym. conjugate addition to proceed with good chem. yield and high ee. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Computed Properties of C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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.Computed Properties of C13H17NO2

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole-Annulated Derivatives: Emission Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-based Luminophores was written by Goebel, Dominik; Rusch, Pascal; Duvinage, Daniel; Stauch, Tim; Bigall, Nadja-C.; Nachtsheim, Boris J.. And the article was included in Journal of Organic Chemistry on November 5,2021.Recommanded Product: 163165-91-1 The following contents are mentioned in the article:

Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated toward their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE- or ACQ-characteristics. Single crystal anal. revealed J- and H-type packing motifs and a so far undescribed isolation of ESIPT-based fluorophores in the keto form. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Recommanded Product: 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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 well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Recommanded Product: 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

(Hydroxyphenyl)oxazoline: a Novel and Remarkably Facile Entry into the Area of Chiral Cationic Alkylzirconium Complexes Which Serve as Polymerization Catalysts was written by Cozzi, Pier Giorgio; Gallo, Emma; Floriani, Carlo; Chiesi-Villa, Angiola; Rizzoli, Corrado. And the article was included in Organometallics on November 30,1995.Product Details of 163165-91-1 The following contents are mentioned in the article:

I (L; R = R1 = Me, R2 = H; R = R2 = H, R1 = Ph; R = H, R1 = Me, R2 = Ph), readily accessible on a large scale from com. available amino alcs., were reacted with M(CH2Ph)4 (M = Zr, Hf) to prepare [L2M(CH2Ph)2] (II). The x-ray crystal structure of [L2Zr(CH2Ph)2] (R = R1 = Me, R2 = H) was determined and showed a cis arrangement for the benzyl ligands. Protonolysis of 3 of II with HNR3BPh4 gave cationic [ML2(CH2Ph)(THF)]BPh4; 2 of these were also prepared via an oxidative pathway utilizing Cp2FeBPh4. The x-ray crystal structure of [HfL2(CH2Ph)(THF)]BPh4 (R = R1 = Me, R2 = H) was obtained and showed a THF mol. cis to the benzyl ligand. A preliminary study of ethylene polymerization with [ZrL2(CH2Ph)(THF)]BPh4 (R = R1 = Me, R2 = H) in toluene showed an interesting, although low, activity. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Product Details of 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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 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 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

Reactions of m-chloroperoxybenzoic acid with dimeric cyclopalladated complexes derived from 2-phenyl-2-oxazolines was written by Kukowski, Jonathan E.; Keuseman, Kristopher J.; Smoliakova, Irina P.. And the article was included in Transition Metal Chemistry (Dordrecht, Netherlands) on November 30,2015.Synthetic Route of C13H17NO2 The following contents are mentioned in the article:

Cyclopalladated complexes (CPCs) (S,S)-di-μ-Cl(κ2-C,N)2Pd2 (1a,b) and (S,S)-di-μ-OAc(κ2-C,N)2Pd2 (7a,b) obtained from (S)-4-t-butyl-(a) and (S)-4-ethyl-2-phenyl-2-oxazoline (b) were reacted with m-chloroperoxybenzoic acid (m-CPBA) at room temperature in methylene chloride, Et acetate or acetonitrile followed by workup with lithium chloride. Oxidation products formed in these reactions include dinuclear complexes (S,S)-di-μ-Cl(κ2-N,O)2Pd2 (2a), (S,S)-di-μ-oxo(κ2-N,O)2Pd2Cl2 (2b), and (S,S)-di-μ-(m-Cl-C6H4CO2)(κ2-N,O)2Pd2 (3a,b), mononuclear derivatives (S,S)-bis(κ2-N,O)Pd (4a,b) and dinuclear monooxidn. complexes (S,S)-di-μ-Cl(κ2-N,O)(κ2-C,N)Pd2 (5a,b). Each complex was isolated in low yield (6-46 %) with the combined yield of oxidation products reaching up to 64%. The best selectivity in product distribution was observed for the reactions of μ-OAc-CPCs 7a,b with 2.7 equiv of m-CPBA in acetonitrile, in which oxygen-insertion adducts 2a and 4b were isolated in 44 and 46% yields, resp. The structures of all complexes were supported by spectroscopic methods. An x-ray crystallog. study of compound 4a was performed, confirming its mononuclear structure and revealing an unusual bent geometry. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Synthetic Route of C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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.Synthetic Route of C13H17NO2

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

Palladium-Catalyzed C-2 C-H Heteroarylation of Chiral Oxazolines: Diverse Synthesis of Chiral Oxazoline Ligands was written by Xi, Tuo; Mei, Yuncai; Lu, Zhan. And the article was included in Organic Letters on December 18,2015.Formula: C16H15NO2 The following contents are mentioned in the article:

A direct, efficient, and practical protocol to install a chiral oxazoline unit onto aryl/heteroaryl rings via palladium-catalyzed C-H functionalization of 2-positions of oxazolines with a variety of halides using dppe as the ligand has been developed. Various chiral oxazoline ligands could be synthesized, even in a 10-g scale process. This protocol is a good supplement to traditional methods and for diverse synthesis of chiral oxazoline ligands. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Formula: C16H15NO2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) 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.Formula: C16H15NO2

163165-92-2;(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-92-2;New trend of C16H15NO2;function of 163165-92-2

Oxorhenium(V) Complexes with Phenolate-Oxazoline Ligands: Influence of the Isomeric Form on the O-Atom-Transfer Reactivity was written by Schachner, Joerg A.; Terfassa, Belina; Peschel, Lydia M.; Zwettler, Niklas; Belaj, Ferdinand; Cias, Pawel; Gescheidt, Georg; Moesch-Zanetti, Nadia C.. And the article was included in Inorganic Chemistry on December 15,2014.Reference of 163165-91-1 The following contents are mentioned in the article:

The bidentate phenolate-oxazoline ligands 2-(2′-hydroxyphenyl)-2-oxazoline (1a, Hoz) and 2-(4′,4′-dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol (1b, Hdmoz) were used to synthesize two sets of oxorhenium(V) complexes, namely, [ReOCl2(L)(PPh3)] [L = oz (2a) and dmoz (2b)] and [ReOX(L)2] [X = Cl, L = oz (3a or 3a’); X = Cl, L = dmoz (3b); X = OMe, L = dmoz (4)]. Complex 3a’ is a coordination isomer (N,N-cis isomer) with respect to the orientation of the phenolate-oxazoline ligands of the previously published complex 3a (N,N-trans isomer). The reaction of 3a’ with silver triflate in acetonitrile led to the cationic compound [ReO(oz)2(NCCH3)](OTf) ([3a’](OTf)). Compound 4 is a rarely observed isomer with a trans-O=Re-OMe unit. Complexes 3a, 3a’, [3a’](OTf), and 4 were tested as catalysts in the reduction of a perchlorate salt with an organic sulfide as the O acceptor and are active, in contrast to 2a and 2b. A comparison of the two isomeric complexes 3a and 3a’ showed significant differences in activity: 87% 3a vs. 16% 3a’ sulfoxide yield. When complex [3a’](OTf) was used, the yield was 57%. D. functional theory calculations circumstantiate all of the proposed intermediates with N,N-trans configurations to be lower in energy compared to the resp. compounds with N,N-cis configurations. Also, no interconversions between N,N-trans and N,N-cis configurations are predicted, which is in accordance with exptl. data. This is interesting because it contradicts previous mechanistic views. Kinetic analyses determined by UV-visible spectroscopy on the rate-determining oxidation steps of 3a, 3a’, and [3a’](OTf) proved the N,N-cis complexes 3a’ and [3a’](OTf) to be slower by a factor of ∼4. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Reference of 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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.Reference of 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

A chiral phosphonoamide ester compound and the preparation method thereof was written by Luo, Mei. And the patent was published on March 21,2012.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

This patent supplies a chiral phosphonoamide ester compound, which is named 4H-1,3,2-phenyloxazolinyl phosphonoamide-2,3-dihydro-2-phenyl-3(R)-(R)-α-(chloromethyl)-2-oxide, in which R is selected form -CH2CH(CH3)2 or -Ph or -CH2Ph. The preparation method comprises reacting 2-cyanophenol and D-amino alc. in the presence of ZnCl2 under water and oxygen free condition in chlorobenzene under reflux for 24 h, reacting the obtained intermediate in mixture of benzene and pyridine under water and oxygen free condition and under reflux for 15 h to obtain title product. Title product is used as chiral catalyst, and has high catalytic activity and high selectivity. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem