Category: 503538-69-0

Synthetic Route of C38H24F4O4P2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single 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 Stereoselective Restructuring of 3-Arylcyclobutanols into 1-Indanols by Sequential Breaking and Formation of Carbon-Carbon Bonds. Author is Shigeno, Masanori; Yamamoto, Taiga; Murakami, Masahiro.

A rhodium-catalyzed restructuring reaction of 3-arylcyclobutanols to 1-indanols is reported, in which two chiral quaternary carbon centers are formed in a highly enantioselective fashion by a sequence of two contradictory elementary steps, i.e., carbon-carbon bond cleavage and carbon-carbon bond formation.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthetic Route 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 Chiral biphenyl diphosphines for asymmetric catalysis: stereoelectronic design and industrial perspectives. Author is Jeulin, Severine; De Paule, Sebastien Duprat; Ratovelomanana-Vidal, Virginie; Genet, Jean-Pierre; Champion, Nicolas; Dellis, Philippe.

Both enantiomers of the chiral diphosphines I (SYNPHOS) and II (DIFLUORPHOS) are prepared on multigram scales; the electronic and steric characteristics of I and II and of rhodium complexes derived from them are determined, compared with previous diphosphine catalysts, and correlated with their activities and enantioselectivities in the hydrogenation of ketones and olefins. I and II are prepared in five steps from 6-bromo-2,3-dihydro-1,4-benzodioxane and 5-bromo-2,2-difluorobenzodioxole, resp.; lithium-metal exchange and addition to a phosphoryl or phosphinyl chloride followed by oxidation to yield phosphine oxides, regioselective lithiation and iodination, Ullman coupling of the aryl iodides, resolution (either by acid-base resolution with di-O-benzoyl-tartaric acid or by chiral HPLC), and reduction of the phosphine oxides yields I and II in 38% and 33% overall yield, resp. The bite angles of I and II are compared to those of other common diphosphine ligands such as BINAP and MeO-BIPHEP. The structure of diastereomeric chlorohydridoruthenium complexes of (S)-II with Me acetoacetate is determined The C-O stretching frequencies of chloro(carbonyl)rhodium diphosphine complexes containing I, II, BINAP, and MeO-BIPHEP are determined as a measure of the electronic demands of the diphosphine ligands. β-Keto ester, α-keto ester, 1,3-diketone, ketone, and olefin substrates are hydrogenated in the presence of nonracemic I, II, BINAP, and MeO-BIPHEP and bis(η3-methallyl)(η4-1,5-cyclooctadienyl)ruthenium; the enantioselectivities are correlated with the steric and electronic properties of the ligands. The stereoelectronic features of the ligand and the substrate deeply influence the enantioselectivities obtained in asym. hydrogenation; whereas the steric and electronic factors for I (as in other diphosphines) correlate well, the bite angle of II does not correlate to its electronic effects in asym. hydrogenation reactions, leading to complementary hydrogenation selectivities for ligands I and II.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole(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,cas:503538-69-0) is researched.COA of Formula: C7H8O2. The article 《Synthesis of new chiral 2-functionalized-1,2,3,4-tetrahydroquinoline derivatives via asymmetric hydrogenation of substituted quinolines》 in relation to this compound, is published in Tetrahedron. Let’s take a look at the latest research on this compound (cas:503538-69-0).

The asym. hydrogenation of a series of quinolines substituted by a variety of functionalized groups linked to the C2 carbon atom is providing access to optically enriched 2-functionalized 1,2,3,4-tetrahydroquinolines in the presence of in situ generated catalysts from [Ir(cod)Cl]2, a bisphosphine, and iodine. The enantioselectivity levels were as high as 96% ee.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 503538-69-0, is researched, SMILESS is 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, Molecular C38H24F4O4P2Journal, Article, Research Support, Non-U.S. Gov’t, Journal of the American Chemical Society called Intermolecular Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation of Heteroarenes, Author is Nguyen, Qui-Hien; Guo, Shu-Min; Royal, Titouan; Baudoin, Olivier; Cramer, Nicolai, the main research direction is heteroarene azole palladium monooxidized bisphosphine chiral ligand enantioselective arylation; atropisomeric heterobiaryls preparation.Quality Control of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Atropisomeric (hetero)biaryls are motifs with increasing significance in ligands, natural products, and biol. active mols. The straightforward construction of the stereogenic axis by efficient C-H functionalization methods is extremely rare and challenging. An intermol. and highly enantioselective C-H arylation of relevant heteroarenes providing an efficient access to atropisomeric (hetero)biaryls is reported. The use of a Pd(0) complex equipped with H8-BINAPO as a chiral ligand enables the direct functionalization of a broad range of 1,2,3-triazoles and pyrazoles in excellent yields and selectivities of up to 97.5:2.5 er. The method also allows for an atroposelective double C-H arylation for the construction of two stereogenic axes with >99.5:0.5 er.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Hargrave, Jonathan D.; Allen, Joseph C.; Kociok-Koehn, Gabriele; Bish, Gerwyn; Frost, Christopher G. published an article about the compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole( cas: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 ).Computed Properties of C38H24F4O4P2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:503538-69-0) through the article.

A Dieckmann-type cyclization coupled to an arylation reaction was used to synthesize the title compounds, e.g., I, with up to 96% ee from amine-tethered ester-substituted acrylates. The presence of a coordinating functionality in the substrate, e.g., II, induces a competition between cyclization and elimination pathways that is influenced by the nature of the chiral ligand. A mechanistic rationale is proposed to account for these observations.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Product Details of 503538-69-0. 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: (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 Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium-Catalyzed Asymmetric Hydroarylation. Author is Yang, Qingjing; Wang, Yanbo; Luo, Shihui; Wang, Jun.

A highly efficient kinetic resolution and dynamic kinetic resolution of chromene was reported for the first time and they proceeded by a rhodium-catalyzed asym. hydroarylation pathway. This new approach offered versatile access to various chiral 2,3-diaryl-chromanes containing vicinal stereogenic centers, as well as the recovered chiral flavenes, in high yields with excellent ee values (s factor up to 532). Particularly noteworthy was that this strategy could be further extended to the establishment of a dynamic version of the kinetic resolution of chromene acetals and allowed complete access to chiral isoflavanes and α-aryl hydrocoumarins.

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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, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Rhodium-Catalyzed Asymmetric Arylative Ring-Opening Reactions of Heterobicyclic Alkenes with Anilines, Author is Chen, Jingchao; Zou, Lingling; Zeng, Chaoyuan; Zhou, Yongyun; Fan, Baomin, which mentions a compound: 503538-69-0, SMILESS is 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, Molecular C38H24F4O4P2, Related Products of 503538-69-0.

Asym. arylative ring-opening reactions of heterobicyclic alkenes with anilines have been reported for the first time. A wide range of heterobicyclic alkenes, including azabenzonorbornadienes and oxabenzonorbornadienes, were well tolerated in the reaction with various anilines, and they generally delivered the corresponding chiral aryltetralin derivatives I [R1 = H, 6,7-di-Br, 6,7-di-Me, 5,8-di-OMe etc., R2 = H, o-Me m-OMe, p-OMe etc., R3 = R4 = Me, Et, X = NBoc, O, NTs, NCbz etc.] in good to excellent enantioselectivities. The reaction is speculated to proceed through the Friedel-Crafts reaction pathway.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols, published in 2016-10-07, which mentions a compound: 503538-69-0, Name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, Molecular C38H24F4O4P2, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

By fine tuning the combinations of chiral palladium catalysts and Lewis acids, both the addnl. and reductive asym. ring-opening reactions of azabenzonorbornadienes with alcs. were accomplished with good chemoselectivity, regioselectivity, and enantioselectivity. It was proven that the reductive ring-opening products were generated through a transfer hydrogenation process with alcs. as hydrogen source.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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.Zhong, Feng; Xue, Qi-Yan; Yin, Liang researched the compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole( cas:503538-69-0 ).Electric Literature of C38H24F4O4P2.They published the article 《Construction of Chiral 2,3-Allenols through a Copper(I)-Catalyzed Asymmetric Direct Alkynylogous Aldol Reaction》 about this compound( cas:503538-69-0 ) in Angewandte Chemie, International Edition. Keywords: chiral allenol preparation copper catalyst asym alkynylogous aldol; aldol reaction; alkynylogous reaction; allenes; asymmetric catalysis; copper. We’ll tell you more about this compound (cas:503538-69-0).

Chiral 2,3-allenols were constructed through copper(I)-catalyzed asym. direct alkynylogous aldol reaction. With aromatic and heteroaromatic aldehydes, the alkynylogous aldol reaction with (R)-DTBM-SEGPHOS as the ligand proceeded smoothly to furnish the products in excellent regioselectivity with good to high diastereoselectivity and excellent enantioselectivity. In the cases of aliphatic aldehydes, esters of but-2-yn-1-ol as the substrates and (R,R)-Ph-BPE as the ligand are crucial to get good to high regio- and diastereoselectivity. The produced chiral 2,3-allenols are easily transformed into synthetically useful 2-furanones through cyclization. Finally, the developed method was successfully applied in the rapid synthesis of two chiral intermediates toward the synthesis of two pharmaceutically active compounds that are proposed for the treatment of neurol. disorders.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

COA of Formula: 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 Enantioselective Total Syntheses of (-)-Taiwaniaquinone H and (-)-Taiwaniaquinol B by Iridium-Catalyzed Borylation and Palladium-Catalyzed Asymmetric α-Arylation. Author is Liao, Xuebin; Stanley, Levi M.; Hartwig, John F..

We report a concise, enantioselective total synthesis of (-)-taiwaniaquinone H (I) and the first enantioselective total synthesis of (-)-taiwaniaquinol B (II) by a route that includes asym. palladium-catalyzed α-arylation of a ketone with an aryl bromide that was generated by sterically controlled halogenation via iridium-catalyzed C-H borylation. This asym. α-arylation creates the benzylic quaternary stereogenic center present in the taiwaniaquinoids. The synthesis was completed efficiently by developing a Lewis acid-promoted cascade to construct the [6,5,6] tricyclic core of an intermediate common to the synthesis of a number of taiwaniaquinoids. Through the preparation of these compounds, we demonstrate the utility of constructing benzylic quaternary stereogenic centers, even those lacking a carbonyl group in the α-position, by asym. α-arylation.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem