Category: oxazolidine

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

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

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

(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

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

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

On March 5, 2021, Obrien, Kevin T.; Nadraws, Jonathan W.; Smith, Amos B. III published an article.Synthetic Route of 168297-86-7 The title of the article was A Difluoromethylene Linchpin/Synthon: Application in Conjunction with Anion Relay Chemistry (ARC) Permits Ready Access to Diverse Difluoromethylene Scaffolds. And the article contained the following:

Organodifluorine synthons, in conjuction with three-component diastereoselective anion relay chem. (ARC), permit ready access to diverse difluoromethylene scaffolds. Initiated via [1,2]-addition of an organolithium reagent to a β-difluoromethylene silyl aldehyde, an alkoxide intermediate is formed, which is capable of undergoing a [1,4]-Brook rearrangement to generate a stabilized α-difluoromethylene carbanion, which, upon electrophile capture, affords a three-component adduct. This three component synthetic tactic represents a novel one-pot divergent strategy for the construction of diverse organodifluorine containing compounds The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Synthetic Route of 168297-86-7

The Article related to aldehyde difluoromethylene silyl electrophile diastereoselective anion relay, difluoromethylene scaffold stereoselective preparation, Aliphatic Compounds: Halides and Halonium Compounds and other aspects.Synthetic Route of 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On March 31, 1995, Davies, Stephen G.; Sanganee, Hitesh J. published an article.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the article was 4-Substituted-5,5-dimethyl Oxazolidin-2-ones as effective chiral auxiliaries for enolate alkylations and Michael additions. And the article contained the following:

4-(Me, Ph, benzyl, and i-propyl)-5,5-dimethyloxazolidin-2-ones, readily available from α-amino acids, are shown to be effective chiral auxiliaries for stereoselective enolate alkylations and conjugate additions of attached N-acyl moieties. Thus, e.g., diastereoselective benzylation of the N-propionyl derivatives I (R = Me, Ph, benzyl, iso-Pr) afforded II (% yield/% d.e. in order of R: 85/90; 63/81; 51/95; 22/97). The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

The Article related to oxazolidinone dimethyl chiral auxiliary, chiral auxiliary dimethyloxazolidinone, stereoselective enolate alkylation michael addition dimethyloxazolidinone, General Organic Chemistry: Synthetic Methods and other aspects.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On July 8, 2015, Jimenez, Jacqueline; Ramirez, JuanCarlos; Huelgas, Gabriela; Melendrez, Ruth; Cabrera-Vivas, Blanca M.; Sansinenea, Estibaliz; Ortiz, Aurelio published an article.Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the article was ‘Syn-effect’ in the diastereoselective alkylation of 3-[(E)-α,β-unsaturated-γ-substituted]-N-acyloxazolidinones. And the article contained the following:

Synthetic methods for the formation of alkenes usually produce the E-alkene because it is more stable. However, in isomerization reaction (double bond migration) that takes place in α, β-unsaturated carbonyl compounds, when these carbonyl compounds are exposed to strong bases, furnish Z-alkenes highly stereoselective depending on the γ-substituent in the α, β-unsaturated carbonyl. This stereoselectivity can be attributed to the known Syn-effect. The synthetic value of this methodol. is the achievement of chiral alc. bearing an electron rich Z-alkene, as well as substituted, which was accomplished via removal of the oxazolidinone moiety under treatment with NaBH4, THF-H2O. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

The Article related to syn effect stereoselective alkylation unsaturated acyloxazolidinone, General Organic Chemistry: Synthetic Methods and other aspects.Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On January 17, 2014, Mabe, Phillip J.; Zakarian, Armen published an article.Category: oxazolidine The title of the article was Asymmetric Radical Addition of TEMPO to Titanium Enolates. And the article contained the following:

A mild method for α-hydroxylation of N-acyl oxazolidinones by asym. radical addition of the 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO) radical to titanium enolates was developed. The high diastereoselectivity and broad scope of the reaction show synthetic utility for the α-hydroxylation of substrates that are not tolerant to strongly basic conditions. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Category: oxazolidine

The Article related to asym radical addition tempo titanium enolate alpha hydroxylation, General Organic Chemistry: Synthetic Methods and other aspects.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem