Category: benzoxazole

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Enantioselective γ-lactam synthesis via palladium-catalyzed intramolecular asymmetric allylic alkylation》. Authors are Bantreil, Xavier; Prestat, Guillaume; Madec, David; Fristrup, Peter; Poli, Giovanni.The article about the compound:(R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxolecas:503538-69-0,SMILESS:FC1(F)OC2=CC=C(P(C3=CC=CC=C3)C4=CC=CC=C4)C(C5=C6OC(F)(F)OC6=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)=C2O1).Quality Control of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole. Through the article, more information about this compound (cas:503538-69-0) is conveyed.

A Pd(0)-catalyzed intramol. allylic alkylation in the presence of chiral atropisomeric bidentate ligands, e.g., (R)-3,5-t-Bu-MeOBIPHEP, takes place in up to 92:8 er in agreement with DFT calculations and provides easy access to enantioenriched disubstituted γ-lactams. E.g., 2.5 mol% [Pd(η3-C3H5)Cl]2 in CH2Cl2 was added to 7.5 mol% (R)-BINAP at room temperature to which 1 equivalent of MeO2CCH2C(O)B(Bn)CH2CH:CHCH2OAc in CH2Cl2, BSA and KOAc were successively added to give N-benzyl-3-carbomethoxy-4-vinyl-γ-lactam in 88% yield.

The article 《Enantioselective γ-lactam synthesis via palladium-catalyzed intramolecular asymmetric allylic alkylation》 also mentions many details about this compound(503538-69-0)Quality Control of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Computed Properties of C38H24F4O4P2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Selective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses. Author is Tindall, Daniel J.; Mader, Steffen; Kindler, Alois; Rominger, Frank; Hashmi, A. Stephen K.; Schaub, Thomas.

Sugar alcs. are of great importance for the food industry and are promising building blocks for bio-based polymers. Industrially, they are produced by heterogeneous hydrogenation of sugars with H2, usually with none to low stereoselectivities. Now, we present a homogeneous system based on com. available components, which not only increases the overall yield, but also allows a wide range of unprotected ketoses to be diastereoselectively hydrogenated. Furthermore, the system is reliable on a multi-gram scale allowing sugar alcs. to be isolated in large quantities at high atom economy.

The article 《Selective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses》 also mentions many details about this compound(503538-69-0)Computed Properties of C38H24F4O4P2, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-(Furan-2-yl)propan-1-one, is researched, Molecular C7H8O2, CAS is 3194-15-8, about Furylalkynes. IX. Transformations of furylethynylcarbinol and its derivatives.Synthetic Route of C7H8O2.

A solution of EtMgBr, prepared from 65.4 g. EtBr, in 560 ml. dry tetrahydrofuran (THF) was added dropwise to a solution of acetylene in THF (C2H2 was bubbled into THF 0.5 hr. at 0°). Fresh distilled furfural (54 g.) in the same volume THF was added after 30 min., the mixture was stirred 6 hrs. with simultaneous addition of C2H2, kept overnight, and decomposed with dilute NH4Cl to give 62% Ia, b2 83-5°, n20D 1.5040. Acrylonitrile (2.67 g.) was added to a stirred mixture of 5 g. Ia in 1 ml. 4% KOH at <30°. The mixture was stirred 6 hrs. at room temperature, kept overnight, and extracted with Et2O to yield 79.1% Ib, b0.5 142°, n20D 1.4968. HCl (1-2 drops) was added carefully to a stirred mixture of 5 g. Ia and 4.1 g. vinyl ethyl ether at 0°. The mixture was stirred 1 hr. at 0°, then 1 hr. at room temperature, added to 50 ml. cold H2O, and extracted with Et2O to yield 64% Ic, b2 72°, n20D 1.4695. Ic (5 g.) in 50 ml. EtOH was hydrogenated in the presence of 0.01 g. Raney Ni at room temperature/atm. pressure to give 96% II, b1.5 55-7°, n20D 1.4420. Ic (5 g.), 25 ml. dioxane, 1.26 g. HNMe2, and 1.75 g. paraformaldehyde were boiled 18 hrs. in a sealed tube to yield 4.5 g. Id, b1.5 105-7°, n20D 1.4720. Similarly was prepared 40% Ie, b1 142-3°, n20D 1.4931. An ether solution of 5 g. Ic was added dropwise to a solution of EtMgBr (from 5.6 g. EtBr), the mixture was stirred 7 hrs. at room temperature, kept overnight, 2.7 g. cyclohexanone in the same volume of Et2O was added to the vigorously stirred reaction mixture at 0° which was then stirred 20 hrs. and decomposed with dilute NH4Cl to yield 32% If, b6 125-7°, n20D 1.4900. Active MnO2 (35 g.) was added gradually to a cold solution of 5 g. Ia in 150 ml. Et2O and the mixture stirred 1 hr. at room temperature to give 91% 3-(2-furyl)-1-propyn-3-one (III), m. 43-6°. III (2 g.) was hydrogenated in alc. solution at room temperature to yield 3-(2-furyl)propan-3-one; 2,4-dinitrophenylhydrazone m. 194-6° (aqueous EtOH). III (1 g.) was added to an ether solution of CH2N2 prepared from 5 g. nitrosomethylurea and the mixture was kept overnight to give 76.4% IV, m. 199-200° (benzene-petroleum ether); 2,4-dinitrophenylhydrazone m. 225-6° (EtOH). A mixture of 2 g. III, 1.6 g. Et2NH, and 50 ml. Me2CO was stirred 6 hrs. at room temperature, and kept overnight to yield 76.4% V, b1 142-4°. Similarly were prepared 85.2% VI, b3 150-5°, m. 79-80°, and VII, m. 88-90°. Cu2Cl2 (0.5 g.) and 6 ml. 30% aqueous EtNH2 was added to a cool solution of 3.7 g. Ia in MeOH, 5.5 g. PhC:CBr and 0.1 g. NH2OH.HCl was added, and the mixture was stirred 30 min. at the room temperature KCN (0.1 g.) in 3 ml. H2O was added, the mixture was added to water, extracted with Et2O; the organic layer was stirred 4 hrs. with 60 g. active MnO2 to give 6.5 g. VIII m. 85.5-6.5°. 6 references. The article 《Furylalkynes. IX. Transformations of furylethynylcarbinol and its derivatives》 also mentions many details about this compound(3194-15-8)Synthetic Route of C7H8O2, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthetic Route of C7H8O2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-(Furan-2-yl)propan-1-one, is researched, Molecular C7H8O2, CAS is 3194-15-8, about Unusual course of the Meerwein reaction in the furan series. Author is Markova, I. G.; Polievktov, M. K.; Oleinik, A. F.; Modnikova, G. A..

Meerwein reaction of p-XC6H4N2+ Cl- (X = Cl, Br, NO2) with furyl ketones I (R = Me, Et, Pr) gave II and III. II is not an intermediate in the formation of III. Polarog. indicated that RCHO were present in the reaction mixture which agreed with IV as a proposed intermediate; IV lost RCHO to give III.

The article 《Unusual course of the Meerwein reaction in the furan series》 also mentions many details about this compound(3194-15-8)Synthetic Route of C7H8O2, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, ACS Sustainable Chemistry & Engineering called Long-Chained Acidic Ionic Liquids-Catalyzed Cyclization of 2-Substituted Aminoaromatics with β-Diketones: A Metal-Free Strategy to Construct Benzoazoles, Author is Miao, Chengxia; Hou, Qin; Wen, Yating; Han, Feng; Li, Zhen; Yang, Lei; Xia, Chun-Gu, which mentions a compound: 6797-13-3, SMILESS is CCC1=NC2=CC=CC=C2O1, Molecular C9H9NO, HPLC of Formula: 6797-13-3.

With long-chained acidic ionic liquids as catalysts, a metal-free, efficient, and universal strategy was developed to synthesize a series of benzoazole compounds through intermol. cyclization of 2-aminophenols/thiophenols/anilines with β-diketones. Compared with traditional ionic liquids, the long-chained ionic liquids with certain surfactivity exhibited better catalytic activities perhaps for micellar action and could be reused at least six times. A mechanism that involves condensation, nucleophilic addition, and C-C bond cleavage was proposed, and the imine compound was recognized as an important intermediate in the reaction.

The article 《Long-Chained Acidic Ionic Liquids-Catalyzed Cyclization of 2-Substituted Aminoaromatics with β-Diketones: A Metal-Free Strategy to Construct Benzoazoles》 also mentions many details about this compound(6797-13-3)HPLC of Formula: 6797-13-3, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Electric Literature of C38H24F4O4P2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about First catalytic asymmetric hydrogenation of quinoxaline-2-carboxylates.

For the first time, the asym. hydrogenation of quinoxaline-2-carboxylates was performed successfully. The best catalysts are based on iridium complexes modified by chiral phosphorous ligands. Accelerated examination of ligands and catalysts has been undertaken by using a Chemspeed workstation (automated instrument) workstation enables carrying out, in parallel, eight independent catalytic reactions at the laboratory scale. Tetrahydroquinoxaline-2-carboxylates could be obtained with high yields and up to 74% ee. The synthesis of the target compounds was achieved using chiral ligands, such as (11aR)-10,11,12,13-tetrahydro-N,N-dimethyldiindeno[7,1-de:1′,7′-fg][1,3,2]dioxaphosphocin-5-amine [i/e/. (R)-siphos], 1,1′-[(1S)-6,6′-dimethoxy[1,1′-biphenyl]-2,2′-diyl]bis[1,1-diphenylphosphine] [i.e., (S)-MeO-BIPHEP], (R)-Cl-MeO-BIPHEP, (R)-difluorphos, (R)-GARPHOS, (R)-P-PHOS, (S)-C3-TUNEPHOS [i.e., 1,1′-[(13aS)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin-1,13-diyl]bis[1,1-diphenylphosphine]], (S)-SEGPHOS, (S)-Xyl-SolPhos, CATASium T3, N-[(1R)-2-[(11bR)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yloxy]-1-methylethyl]-N’-phenylurea [i.e., ureaphos], SL-J404-1, SL-J006-1, SL-J002-1, SL-J003-1, SL-J009-1, SL-T002-1, SL-W006-1. Pre-catalysts included bis(acetato-κO,κO’)[(4R)-1,1′-[4,4′-bi-1,3-benzodioxole]-5,5′-diylbis[1,1-diphenylphosphine-κP]]ruthenium [i.e., Ru(OAc)2[(R)-segphos]], [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]ruthenium [i.e., RuCl[(R,R)-TsDPEN][p-cymene]] and [1,1′-(1S)-[4,4′-bi-1,3-benzodioxole]-5,5′-diylbis[1,1-diphenylphosphine-κP]][4-cyano-3-nitrobenzenecarboxylato(2-)-κC6,κO1](η3-2-propen-1-yl)iridium.

The article 《First catalytic asymmetric hydrogenation of quinoxaline-2-carboxylates》 also mentions many details about this compound(503538-69-0)Electric Literature of C38H24F4O4P2, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Analytica Chimica Acta called Polarographic study of an alkyl benzimidazolyl sulfoxide and the corresponding sulfide and sulfone, Author is Johansson, Bo Lennart; Persson, Bjorn, which mentions a compound: 27231-36-3, SMILESS is SC1=NC2=CC(C)=CC=C2N1, Molecular C8H8N2S, Synthetic Route of C8H8N2S.

2-(5-Methylbenzimidazolyl)-1-(2-pyridyl)ethyl sulfide (I), II [69417-07-8], and III [69417-08-9] were reduced at a dropping Hg electrode in aqueous EtOH. Coulometric experiments at a Hg pool prove that 2-ethylpyridine [100-71-0] and 2-mercapto-5-methylbenzimidazole [27231-36-3] were formed in the reduction process of the sulfide and the sulfoxide. Coulometric reduction of the sulfone results in some conversion of the pyridine 1-oxide group together with a reductive fission of the ethyl-sulfonyl bond. One of these fission products undergoes secondary reactions. The concentration of 2-benzimidazolyl 2-pyridylmethyl sulfoxide (IV) [57237-97-5] in a pharmaceutical formulation was determined by differential pulse polarog.

The article 《Polarographic study of an alkyl benzimidazolyl sulfoxide and the corresponding sulfide and sulfone》 also mentions many details about this compound(27231-36-3)Synthetic Route of C8H8N2S, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

SDS of cas: 3194-15-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-(Furan-2-yl)propan-1-one, is researched, Molecular C7H8O2, CAS is 3194-15-8, about Effect of thermal treatment on the flavor generation from Maillard reaction of xylose and chicken peptide. Author is Liu, Jianbin; Liu, Mengya; He, Congcong; Song, Huanlu; Chen, Feng.

In this research, effect of the thermal treatment on the flavor generation from Maillard reaction of xylose and chicken peptide was studied. In summary, high temperature (>100 °C) could remarkably increase the formation of meaty aroma generated by xylose and chicken peptide through a Maillard reaction system, while lower temperature and longer heating tended to generate a broth-like taste (i.e., umami and kokumi). Pyrazines were the major contributors to the nutty/roast and basic meaty aroma in the Maillard reaction products (MRP), while the Glu released under the low temperature heating was considered an important contributor to the umami taste of MRPs. The low mol. weight peptide (<500 Da) was considered as the main contributor of the generation of pyrazines and 2-furfurylpyrrole, which could be due to the high reaction activity of the amidogen in these compounds In addition, crosslinking compounds with mol. weight >1000 Da formed from peptides <500 Da in the low temperature heating might be involved in formation of important kokumi-active compounds, while the high mol. compounds MRPs >3000 Da were very likely responsible for the bitter taste.

The article 《Effect of thermal treatment on the flavor generation from Maillard reaction of xylose and chicken peptide》 also mentions many details about this compound(3194-15-8)SDS of cas: 3194-15-8, you can pay attention to it, because details determine success or failure

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Desymmetrization of 1,4-Cyclohexadienyltriisopropoxysilane Using Copper Catalysis.Quality Control of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

The first catalytic desymmetrization in the field of allylsilane chem. is presented. Desymmetrization of cyclohexadienyltriisopropoxysilane is achieved using copper catalysis. High diastereo- and enantioselectivities are obtained, and the product dienes are highly valuable building blocks for natural product synthesis.

Different reactions of this compound((R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole)Quality Control of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Catalytic synthesis of 2-alkylbenzoxazoles》. Authors are Kozlov, N. S.; Kiselev, B. I..The article about the compound:2-Ethylbenzo[d]oxazolecas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1).Reference of 2-Ethylbenzo[d]oxazole. Through the article, more information about this compound (cas:6797-13-3) is conveyed.

A mixture of 0.1 mole o-nitrophenol and 0.3 mole ROH( R = alkyl) was passed at the rate of 20 g./hr. over Cu-Al2O3 catalyst kept at 300-10°, unreacted material distilled and the residue worked up with alkali, washed with H2O, and dried to yield 2-alkylbenzoxazoles (R, b.p./mm., d20, n20D, and % yield given): H, 180-2°/760, -,-, 20; Me, 201°/760, 1.12, 1.5531, 31; Et, 98-9°/10, 1.0879, 1.5420, 34; Pr, 116-18°/10, 1.066, 1.5338, 69; iso-Pr, 109-11°/10, 1.0799, 1.5391, 32; Bu, 133-5°/10, 1.042, 1.5271, 21; iso-Bu, 120-2°/10, 1.028, 1.5090, 15; C5H11, 145-7°/10, 1.0072, 1.5173, 30; C6H13, 164-5°/10, 0.983, 1.5000, 25; C7H15, 176-8°/10, 0.943, 1.4818, 30; C8H17 (m. 26°), -, -, 27; and C9H19, (m. 22-3°), -, -, 20. Ir spectra are discussed.

Different reactions of this compound(2-Ethylbenzo[d]oxazole)Reference of 2-Ethylbenzo[d]oxazole require different conditions, so the reaction conditions are very important.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem