Heterocyclic Building Blocks-Oxazolidine

Ligand Design for Isomer-Selective Oxorhenium(V) Complex Synthesis was written by Liu, Jinyong; Su, Xiaoge; Han, Mengwei; Wu, Dimao; Gray, Danielle L.; Shapley, John R.; Werth, Charles J.; Strathmann, Timothy J.. And the article was included in Inorganic Chemistry on February 6,2017.Synthetic Route of C16H15NO2 The following contents are mentioned in the article:

Recently, N,N-trans Re(O)(LN-O)2X (LN-O = monoanionic N-O chelates; X = Cl or Br prior to being replaced by solvents or alkoxides) complexes are superior to the corresponding N,N-cis isomers in the catalytic reduction of perchlorate via oxygen atom transfer. However, reported methods for Re(O)(LN-O)2X synthesis often yield only the N,N-cis complex or a mixture of trans and cis isomers. This study reports a geometry-inspired ligand design rationale that selectively yields N,N-trans Re(O)(LN-O)2Cl complexes. Anal. of the crystal structures revealed that the dihedral angles (DAs) between the two LN-O ligands of N,N-cis Re(O)(LN-O)2Cl complexes are <90°, whereas the DAs in most N,N-trans complexes are >90°. Variably sized alkyl groups (-Me, -CH2Ph, and -CH2Cy) were then introduced to the 2-(2′-hydroxyphenyl)-2-oxazoline (Hhoz) ligand to increase steric hindrance in the N,N-cis structure, and substituents as small as -Me completely eliminate the formation of N,N-cis isomers. The generality of the relation between N,N-trans/cis isomerism and DAs is further established from a literature survey of 56 crystal structures of Re(O)(LN-O)2X, Re(O)(LO-N-N-O)X, and Tc(O)(LN-O)2X congeners. D. functional theory calculations support the general strategy of introducing ligand steric hindrance to favor synthesis of N,N-trans Re(O)(LN-O)2X and Tc(O)(LN-O)2X complexes. This study demonstrates the promise of applying rational ligand design for isomeric control of metal complex structures, providing a path forward for innovations in a number of catalytic, environmental, and biomedical applications. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Synthetic Route of C16H15NO2).

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

Ligand Design for Isomer-Selective Oxorhenium(V) Complex Synthesis was written by Liu, Jinyong; Su, Xiaoge; Han, Mengwei; Wu, Dimao; Gray, Danielle L.; Shapley, John R.; Werth, Charles J.; Strathmann, Timothy J.. And the article was included in Inorganic Chemistry on February 6,2017.Category: oxazolidine The following contents are mentioned in the article:

Recently, N,N-trans Re(O)(LN-O)2X (LN-O = monoanionic N-O chelates; X = Cl or Br prior to being replaced by solvents or alkoxides) complexes are superior to the corresponding N,N-cis isomers in the catalytic reduction of perchlorate via oxygen atom transfer. However, reported methods for Re(O)(LN-O)2X synthesis often yield only the N,N-cis complex or a mixture of trans and cis isomers. This study reports a geometry-inspired ligand design rationale that selectively yields N,N-trans Re(O)(LN-O)2Cl complexes. Anal. of the crystal structures revealed that the dihedral angles (DAs) between the two LN-O ligands of N,N-cis Re(O)(LN-O)2Cl complexes are <90°, whereas the DAs in most N,N-trans complexes are >90°. Variably sized alkyl groups (-Me, -CH2Ph, and -CH2Cy) were then introduced to the 2-(2′-hydroxyphenyl)-2-oxazoline (Hhoz) ligand to increase steric hindrance in the N,N-cis structure, and substituents as small as -Me completely eliminate the formation of N,N-cis isomers. The generality of the relation between N,N-trans/cis isomerism and DAs is further established from a literature survey of 56 crystal structures of Re(O)(LN-O)2X, Re(O)(LO-N-N-O)X, and Tc(O)(LN-O)2X congeners. D. functional theory calculations support the general strategy of introducing ligand steric hindrance to favor synthesis of N,N-trans Re(O)(LN-O)2X and Tc(O)(LN-O)2X complexes. This study demonstrates the promise of applying rational ligand design for isomeric control of metal complex structures, providing a path forward for innovations in a number of catalytic, environmental, and biomedical applications. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Category: oxazolidine).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. 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.Category: oxazolidine

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

Octahedral Ruthenium Complex with Exclusive Metal-Centered Chirality for Highly Effective Asymmetric Catalysis was written by Zheng, Yu; Tan, Yuqi; Harms, Klaus; Marsch, Michael; Riedel, Radostan; Zhang, Lilu; Meggers, Eric. And the article was included in Journal of the American Chemical Society on March 29,2017.HPLC of Formula: 1045894-43-6 The following contents are mentioned in the article:

A novel Ru catalyst is introduced which contains solely achiral ligands and acquires its chirality entirely from octahedral centrochirality. The configurationally stable catalyst is demonstrated to catalyze the alkynylation of trifluoromethyl ketones with very high enantioselectivity (up to >99% ee) at low catalyst loadings (down to 0.2 mol%). This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6HPLC of Formula: 1045894-43-6).

(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) 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: 1045894-43-6

1045894-43-6;(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol;The future of 1045894-43-6;New trend of C12H15NO2;function of 1045894-43-6

Chiral-at-Iron Catalyst: Expanding the Chemical Space for Asymmetric Earth-Abundant Metal Catalysis was written by Hong, Yubiao; Jarrige, Lucie; Harms, Klaus; Meggers, Eric. And the article was included in Journal of the American Chemical Society on March 20,2019.Reference of 1045894-43-6 The following contents are mentioned in the article:

A new class of chiral iron catalysts is introduced that contains exclusively achiral ligands with the overall chirality being the result of a stereogenic iron center. Specifically, iron(II) is cis-coordinated to two N-(2-pyridyl)-substituted N-heterocyclic carbene (PyNHC) ligands in a bidentate fashion in addition to two monodentate acetonitriles, and the dicationic complex is complemented by two hexafluorophosphate ions. Depending on the helical twist of the PyNHC ligands, the metal center adopts either a Λ or Δ absolute configuration. Importantly, the two PyNHC ligands are constitutionally and configurationally inert, while the two acetonitriles are labile and allow asym. transition metal catalysis. This is demonstrated with an enantioselective Cannizzaro reaction (96% yield, 88% ee) and an asym. Nazarov cyclization (89% yield, >20:1 dr, 83% ee). This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6Reference of 1045894-43-6).

(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. 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.Reference of 1045894-43-6

1045894-43-6;(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol;The future of 1045894-43-6;New trend of C12H15NO2;function of 1045894-43-6

2-(4′,4′-Dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol: some first-row transition metal complexes of this naturally occurring binding group was written by Mugesh, Govindasamy; Singh, Harkesh B.; Butcher, Ray J.. And the article was included in European Journal of Inorganic Chemistry on March 31,2001.Formula: C11H13NO2 The following contents are mentioned in the article:

The synthesis and characterization of monomeric MnIII, CoII, NiII, CuII, and ZnII phenolates derived from a biol. relevant ligand, 2-(4′,4′-dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol (1), are described. The addition of Mn(OAc)2·4H2O to an EtOH solution of 1 affords an unexpected 1:3 [Mn(OR){O(Ox)}2] (2) [R = o-C6H4CONHC(Me2)CH2OH, Ox = 2-(4,4-dimethyl-2-oxazolinyl)phenyl] in which one of the five-membered oxazoline rings is partially hydrolyzed. [M{O(Ox)}2] [M = Co (3), Ni (4), Cu (6), or Zn (7)] were prepared in good yield by the reactions of 1 with the corresponding metal acetates. Novel formation of the six-coordinate NiII complex (Ni{O(Ox)}2(OAc)2, 5) with neutral HOAc was observed during the crystallization process. The complexes were characterized by elemental anal., magnetic susceptibility, as well as EPR, 1H NMR, electronic, and mass spectral techniques. 2, 3, 5, 6, And 7 were characterized by single crystal x-ray diffraction studies. 2 Is six-coordinate whereas 3, 6, and 7 are four-coordinate with two bidentate oxazoline ligands. The geometry around the metal center is distorted tetrahedral for all of the four-coordinate complexes. Complex 5 is octahedral with four coordination sites occupied by the two bidentate oxazoline ligands and the other two are occupied by two neutral HOAc mols. The hydroxy groups of the coordinated HOAc are H-bonded to the phenolate O atoms of the oxazoline ligands. The variable-temperature 1H NMR spectroscopic studies of 7 indicate that the interconversion between the (M) and (P) helix is slow at low temperatures This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Formula: C11H13NO2).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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.Formula: C11H13NO2

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

New phosphite-oxazoline ligands for efficient Pd-catalyzed substitution reactions was written by Pamies, Oscar; Dieguez, Montserrat; Claver, Carmen. And the article was included in Journal of the American Chemical Society on March 23,2005.Recommanded Product: 150699-08-4 The following contents are mentioned in the article:

Nonracemic oxazolinylphenoxy dibenzodioxaphosphepines I (R = Me3C, Ph, Me2CH, Et, H; R1 = H, Ph; R2 = H, Me3C; R3 = H, MeO, Me3C) are prepared from nonracemic oxazolinylphenols and phosphochloridites generated in situ from substituted biphenyldiols; I act as catalysts for enantioselective palladium-catalyzed allylic substitution reactions of cyclic and acyclic allylic acetates with di-Me malonate and benzylamine to give allylic malonates and allylic amines in up to 99% yields and in 42-99% ee. Reaction of 2,2′-biphenols with phosphorus trichloride followed by the addition of nonracemic 4-substituted-2-(2-hydroxyphenyl)oxazolines yields I. In the presence of ligands I (R = H, Ph; R1 = Ph, H; R2 = R3 = Me3C), bis(allylpalladium chloride) acts as a catalyst for enantioselective allylic substitution reactions of 1,3-diphenyl-2-propenyl acetate with either di-Me malonate or benzylamine to yield PhCH:CHCHPhCH(CO2Me)2 or PhCH:CHCHPhNHCH2Ph in 100% conversion and in 98-99% ee. Other allylic acetates such as 3-penten-2-ol acetate, 2-cyclohexenyl acetate, and 1-phenyl-2-propenol acetate undergo palladium-catalyzed regioselective and enantioselective allylic substitution reactions with di-Me malonate to yield products in 74-99% ee; with 1-phenyl-2-propen-1-ol acetate, the product is obtained as a 68:32 mixture of regioisomers with the major regioisomer formed in 86% ee, while 1-(1-naphthyl)-2-propen-1-ol acetate gives a single regioisomer in 92% ee, with both substitution products formed in 100% yield. Ligands I afford excellent reaction rates and enantioselectivities while possessing broad scopes for different substrate types. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Recommanded Product: 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Recommanded Product: 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

New phosphite-oxazoline ligands for efficient Pd-catalyzed substitution reactions was written by Pamies, Oscar; Dieguez, Montserrat; Claver, Carmen. And the article was included in Journal of the American Chemical Society on March 23,2005.COA of Formula: C13H17NO2 The following contents are mentioned in the article:

Nonracemic oxazolinylphenoxy dibenzodioxaphosphepines I (R = Me3C, Ph, Me2CH, Et, H; R1 = H, Ph; R2 = H, Me3C; R3 = H, MeO, Me3C) are prepared from nonracemic oxazolinylphenols and phosphochloridites generated in situ from substituted biphenyldiols; I act as catalysts for enantioselective palladium-catalyzed allylic substitution reactions of cyclic and acyclic allylic acetates with di-Me malonate and benzylamine to give allylic malonates and allylic amines in up to 99% yields and in 42-99% ee. Reaction of 2,2′-biphenols with phosphorus trichloride followed by the addition of nonracemic 4-substituted-2-(2-hydroxyphenyl)oxazolines yields I. In the presence of ligands I (R = H, Ph; R1 = Ph, H; R2 = R3 = Me3C), bis(allylpalladium chloride) acts as a catalyst for enantioselective allylic substitution reactions of 1,3-diphenyl-2-propenyl acetate with either di-Me malonate or benzylamine to yield PhCH:CHCHPhCH(CO2Me)2 or PhCH:CHCHPhNHCH2Ph in 100% conversion and in 98-99% ee. Other allylic acetates such as 3-penten-2-ol acetate, 2-cyclohexenyl acetate, and 1-phenyl-2-propenol acetate undergo palladium-catalyzed regioselective and enantioselective allylic substitution reactions with di-Me malonate to yield products in 74-99% ee; with 1-phenyl-2-propen-1-ol acetate, the product is obtained as a 68:32 mixture of regioisomers with the major regioisomer formed in 86% ee, while 1-(1-naphthyl)-2-propen-1-ol acetate gives a single regioisomer in 92% ee, with both substitution products formed in 100% yield. Ligands I afford excellent reaction rates and enantioselectivities while possessing broad scopes for different substrate types. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8COA of Formula: C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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.COA of Formula: 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

Enantioselective Allylation of Aldehydes with (Dialkoxyallyl)chromium(III) Complexes was written by Sugimoto, Kazuyuki; Aoyagi, Sakae; Kibayashi, Chihiro. And the article was included in Journal of Organic Chemistry on April 18,1997.HPLC of Formula: 163165-92-2 The following contents are mentioned in the article:

A (dialkoxyallyl)chromium(III) complex, chirally modified by an N-benzoyl-L-prolinol derivative, led to high induction in the asym. preparation of homoallylic alcs. by allyl coupling with aldehydes. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2HPLC of Formula: 163165-92-2).

(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. 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.HPLC of Formula: 163165-92-2

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

A facile one stage synthesis of oxazolines under microwave irradiation was written by Clarke, David S.; Wood, Robin. And the article was included in Synthetic Communications on April 30,1996.Recommanded Product: 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the article:

A rapid, high yielding procedure for the synthesis of 2-substituted oxazolines I (R = Ph, 4-pyridyl, CH2CH2CH2Ph, etc.), has been achieved under microwave irradiation from alkyl and aryl nitriles RCN and H2NCMe2CH2OH using a mild Lewis acid catalyst. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Recommanded Product: 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol).

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

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

Synthesis and characterization of dialkyl[2-(2-phenolato)oxazolines] of gallium(III) and indium(III): crystal structure of [{InMe2(OC6H4-OxMe2)}2] was written by Ghoshal, Shamik; Wadawale, Amey; Jain, Vimal K.; Nethaji, Munirathinam. And the article was included in Journal of Chemical Research on April 30,2007.Category: oxazolidine The following contents are mentioned in the article:

Reactions of trialkylgallium and -indium etherates with 2-(2-hydroxyphenyl)oxazolines afforded colorless dialkyl[2-(2-phenolato)oxazoline]gallium and -indium complexes I and II (R = Me or Et; Ox = oxazoline, R’ = Me or Et; R” = Me or H). These complexes were characterized by elemental anal., IR, mass and NMR (1H and 13C) spectral data. [{InMe2(OC6H4-OxMe2)}2] has a dimeric structure as established by x-ray diffraction. The In atom acquires an irregular trigonal bipyramidal geometry defined by C2O2N ligating atoms. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Category: oxazolidine).

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.Category: oxazolidine

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