Day: April 13, 2022

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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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, 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

Llinares, Jeanine; Galy, Jean Pierre; Faure, Robert; Vincent, Emile Jean; Elguero, Jose published the article 《Structure and reactivity of benzoxazoles: carbon-13 nuclear magnetic resonance study》. Keywords: benzoxazole structure reactivity NMR; oxazole structure reactivity NMR; aminophenol structure NMR; phenol amino structure NMR; substituent oxazole derivative NMR.They researched the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ).Quality Control of 2-Ethylbenzo[d]oxazole. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:6797-13-3) here.

Thirty-four benzoxazoles, oxazole, and 10 o-aminophenols were studied by 13C NMR spectroscopy. All the signals are attributed to substituent effects. The structures of the products obtained by the nitration of benzoxazole were determined by 13C NMR. The shifts induced by substitution at the 2 position are discussed as a function of an empirical model by using the structural parameters F, R, and Q*. Azido-tetrazole equilibrium (N3 in position 2) and prototropic tautomerism (NH2, OH, and SH in position 2) are also discussed. The chem. shifts and coupling constants of oxazole and unsubstituted benzoxazole are compared.

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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 《New synthesis of the benzothiazole and benzoxazole rings》. Authors are Jenkins, Glenn L.; Knevel, Adelbert M.; Davis, Charles S..The article about the compound:2-Ethylbenzo[d]oxazolecas:6797-13-3,SMILESS:CCC1=NC2=CC=CC=C2O1).COA of Formula: C9H9NO. Through the article, more information about this compound (cas:6797-13-3) is conveyed.

HC(OEt)3 (37 g.), 22 g. 2-H2NC6H4SH, and 0.7 g. concentrated H2SO4 heated (oil bath) to 115-30° with distillation of EtOH, heating continued 1 hr. to 170-80° with distillation of 31 ml. EtOH, the mixture heated 45 min. at 175-85°, and the cooled product distilled in vacuo gave benzothiazole, C6H4.X.CR:N (I, X = S, R = H), b754 183°. Similarly were prepared the tabulated I in 75-86% yields (X, R, and b.p./mm. given): S, Me, 151°/15; S, Et, 132°/18; O, H, 182°/753; O, Me, 91°/18; O, Et, 129°/23.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Mechanochemical Solvent-Free Conditions for the Synthesis of Pillar[5]arene-Containing [2]Rotaxanes, published in 2019, which mentions a compound: 33941-15-0, mainly applied to pillararene diamide rotaxane inclusion preparation mechanochem ball milling, COA of Formula: C12H25NO5.

Pillar[5]arene-containing [2]rotaxanes have been efficiently prepared under solvent-free conditions. Specifically, solid-to-solid ball-milling of primary or secondary amine reagents with the inclusion complex resulting from the association of dodecanedioyl dichloride and a pillar[5]arene derivative provided the corresponding diamide [2]rotaxanes in good to excellent yields. Importantly, [2]rotaxanes difficult or even impossible to prepare under classical reaction conditions in solution, are now easily obtained.

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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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Chemical shifts in proton NMR spectra of 2-substituted furans and electrophilic constants σp+, published in 1980-07-31, which mentions a compound: 3194-15-8, mainly applied to furan NMR LFER; substituent constant NMR furan, SDS of cas: 3194-15-8.

Published values of substituent-induced chem. shift changes (Δδ) at H-5 of 2-substituted furans were correlated with σp+ constants by Δδ = 0.654 σp+ – 0.017. This equation was then used to find the σp+ constants of 15 substituents, including heterocyclic and oxime-containing groups.

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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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-(Furan-2-yl)propan-1-one( cas:3194-15-8 ) is researched.Formula: C7H8O2.Ho, Chi-Tang; Coleman, Edward C. published the article 《Chemistry of baked potato flavor: further identification of heterocyclic compounds in the volatile flavor of baked potato》 about this compound( cas:3194-15-8 ) in Journal of Food Science. Keywords: potato baked volatile flavor; odor potato baked. Let’s learn more about this compound (cas:3194-15-8).

The gas chromatog. fractions of a baked potato flavor that was isolated from 540 lb of Idaho Russet Burbank potatoes were analyzed by IR and mass spectrometry. Nine furans, 2 oxazoles, 3 thiophenes, 2 pyrroles, 2 pyridines, 1 dioxolane, and 1 trioxane were identified. Heterocyclic compounds with formyl or acetyl substituents had a characteristic nutty aroma.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Synthetic Route of C9H9NO. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Site-Selective and Stereoselective C(sp3)-H Borylation of Alkyl Side Chains of 1,3-Azoles with a Silica-Supported Monophosphine-Iridium Catalyst. Author is Murakami, Ryo; Iwai, Tomohiro; Sawamura, Masaya.

Site-selective and stereoselective C(sp3)-H borylation of alkyl side chains of 1,3-azoles with bis(pinacolato)diboron was effectively catalyzed by a silica-supported monophosphine-iridium catalyst. The borylation occurred under relatively mild conditions (2 mol% Ir, 50-90°), affording the corresponding primary and secondary alkylboronates. This system was applicable to a variety of 1,3-(benzo)azoles such as thiazoles, oxazoles, and imidazoles.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem