Category: 3893-18-3

Singh, Atul K.; Chawla, Ruchi; Rai, Ankita; Yadav, Lal Dhar S. published the artcile< NHC-catalysed diastereoselective synthesis of multifunctionalised piperidines via cascade reaction of enals with azalactones>, Category: bromides-buliding-blocks, the main research area is NHC catalyst enal azalactone ring opening piperidine closing reaction; diastereoselective preparation multifunctionalized piperidine.

NHC-catalyzed azalactone ring-opening and piperidine ring-closing cascade with α,β-unsaturated aldehydes (enals) in a one-pot operation is reported. The present reaction cascade offers a convenient method for a highly diastereoselective synthesis of multifunctionalised piperidines, e.g. I, in excellent yields under mild conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Azlactones Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Tiexin; Huang, Xian; Wu, Luling published the artcile< A Facile Synthesis of 2H-Chromenes and 9-Functionalized Phenanthrenes through Reactions between α,β-Unsaturated Compounds and Arynes>, Quality Control of 3893-18-3, the main research area is chromene preparation; phenanthrene preparation; annulation aryne unsaturated compound.

Facile syntheses of 2H-chromenes or 9-functionalized phenanthrenes under mild conditions in moderate to good yields have been developed. They each involve annulations of arynes with α,β-unsaturated compounds bearing different electron-withdrawing groups (EWGs). Depending on the natures of the different EWGs, the reactions proceed by different pathways: enals react with arynes through a tandem [2+2] cycloaddition/thermal electrocyclic ring-opening/6e-electrocyclization sequence to afford 2H-chromenes, whereas acyl-/ethoxycarbonyl-/cyano-substituted styrenes undergo Diels-Alder reactions with arynes followed by aromatization to afford 9-functionalized phenanthrenes. The scope, limitations, regioselectivities and mechanisms have been studied and are discussed in detail.

European Journal of Organic Chemistry published new progress about [2+2] Cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Quality Control of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Zhan-Yong; Liu, Qingling; Wang, Kai-Kai; Liu, Menghan; Han, Yafei; Sun, Aili; Ma, Xueji published the artcile< NHC-Catalyzed Oxidative Annulation of α,β-unsaturated Aldehydes with Benzyl Ketones: Direct Access to 4,5,6-Trisubstituted Dihydropyranones>, Reference of 3893-18-3, the main research area is trisubstituted dihydropyranone preparation green chem; unsaturated aldehyde benzyl ketone oxidative cyclization NHC catalyst.

A novel and efficient access to polysubstituted dihydropyranones I (R = Ph, 4-MeOC6H4, 2-furyl, n-Pr, etc.; Ar = Ph, 4-MeC6H4, 4-ClC6H4; Ar1 = Ph, 2-naphthyl, 4-NCC6H4, etc.) was developed by N-heterocyclic carbene catalyzed annulation reaction of α,β-unsaturated aldehydes and benzyl ketones under oxidative conditions. Various α,β-unsaturated aldehydes with long-chain aliphatic and aromatic substitution groups were compatible in this transformation, giving the corresponding products in good to excellent yields under mild conditions. This strategy features simple and readily available materials and mild reaction conditions and provides a green and practical method for the rapid synthesis of functionalized dihydropyranones.

Asian Journal of Organic Chemistry published new progress about [3+3] Cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Skrzynska, Anna; Romaniszyn, Marta; Pomiklo, Dominika; Albrecht, Lukasz published the artcile< The Application of 2-Benzyl-1,4-naphthoquinones as Pronucleophiles in Aminocatalytic Synthesis of Tricyclic Derivatives>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is benzylnaphthoquinone organocatalytic cascade reaction; aminocatalytic synthesis tricyclic derivative.

This study demonstrates an unprecedented reactivity of 2-substituted-1,4-naphthoquinones. By applying the principle of vinylogy, they have been employed as vinylogous pronucleophiles in the organocatalytic cascade reaction for the first time. This novel catalytic activation of 1,4-naphthoquinones enables access to carboannulated naphthalen-1(4H)-one derivatives of biol. importance. The site-selectivity and stereoselectivity of a process proved possible to control by the proper choice of reaction conditions.

Journal of Organic Chemistry published new progress about Cyclization catalysts, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Deiana, Luca; Ghisu, Lorenza; Afewerki, Samson; Verho, Oscar; Johnston, Eric V.; Hedin, Niklas; Bacsik, Zoltan; Cordova, Armando published the artcile< Enantioselective heterogeneous synergistic catalysis for asymmetric cascade transformations>, SDS of cas: 3893-18-3, the main research area is enal alkyne asym cascade cyclization spirocyclization palladium silica catalyst; cyclopentenealdehyde asym synthesis; spiro oxindole asym synthesis.

A modular design for a novel heterogeneous synergistic catalytic system, which simultaneously activates the electrophile and nucleophile by the combined activation modes of a sep. metal and non-metal catalyst, for asym. cascade transformations on a solid surface is disclosed. This modular catalysis strategy generates carbocycles (≤97.5:2.5 er) as well as spirocyclic oxindoles (97.5:2.5 to >99:0.5 er), containing all-C quaternary centers, in a highly enantioselective fashion via a one-pot dynamic relay process.

Advanced Synthesis & Catalysis published new progress about Cyclization catalysts, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, SDS of cas: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

White, Nicholas A.; Rovis, Tomislav published the artcile< Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals [Erratum to document cited in CA163:331092]>, Electric Literature of 3893-18-3, the main research area is erratum NHC catalyst oxidative enantioselective cyclization aryl enal; cyclopentanone stereoselective preparation erratum.

On page 10113, Scheme 1 contained a typog. error for intermediate IV; the corrected scheme is given.

Journal of the American Chemical Society published new progress about Enantioselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chu, Yunpeng; Hu, Fang; Feng, Peng; Hui, Xin-Ping published the artcile< N-Heterocyclic carbene-catalyzed enantioselective dearomatizing annulation of benzoxazoles with enals>, Product Details of C9H7BrO, the main research area is dihydro benzooxazolopyridine carboxylate preparation enantioselective; benzoxazole enal dearomatization annulation heterocyclic carbene catalyst.

The first N-heterocyclic carbene-catalyzed enantioselective dearomatizing annulation of benzoxazoles I (R = Me, Et, i-Pr; R1 = H, Br; R2 = H, Me, F, Cl, Br; R3 = H, Me, Br, Cl, F; X = O, S) with α,β-unsaturated aldehydes R4CH=CHCH=O (R4 = ethoxycarbonyl, Ph, naphthalen-1-yl, furan-2-yl, etc.) has been achieved. The reaction was found to be compatible with a wide range of benzoxazoles I and the corresponding dearomatized fused heterocycles II were obtained in moderate to good yields and moderate to excellent enantioselectivities.

Organic Chemistry Frontiers published new progress about Benzoxazoles Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Wen-Biao; Mu, Bo-Shuai; Yu, Jin-Sheng; Zhou, Jian published the artcile< Me2(CH2 = CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis>, Electric Literature of 3893-18-3, the main research area is cyclohexenyl ketone perpn crystal structure mol; cyclohexancarbonitrile derivative perpn crystal structure mol; ylide aldehyde tandem reaction bifunctional silyl reagent.

A bifunctional silyl reagent Me2(CH2=CH)SiCN was developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enabled the controllable synthesis of value-added cyclohexenyl ketones I [R = Ph, 4-MeC6H4, 3-FC6H4, etc.; R1 = Me, Et, Ph, etc.], II [R2 = H, 7-OMe, 6-Br; X = CH2, O] or 2-acyl cyclohexancarbonitrile derivatives III [R3 = Me, cyclopropyl, iPr, Ph; R4 = Ph, 4-MeC6H4, 4-FC6H4, etc.] through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization of P-ylides and enals that involved a temporary silicon-tethered intramol. DA reaction.

Chemical Science published new progress about Crystal structure. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Xiang; Zhu, Hai-Jie; Zhao, Shi-Bao; Chen, Shu-Sen; Luo, Yun-Fei; Li, You-Gui published the artcile< An Asymmetric Dehydrogenative Diels-Alder Reaction for the Synthesis of Chiral Tetrahydrocarbazole Derivatives>, Safety of 3-(4-Bromophenyl)acrylaldehyde, the main research area is asym dehydrogenative Diels Alder methylphenylmethylindole alpha beta unsaturated aldehyde; chiral tetrahydrocarbazole derivative preparation diastereoselectivity; indole ortho quinodimethane intermediate iminium activation enal; crystal mol structure diphenyl tetrahydrocarbazolyl methanol.

An asym. dehydrogenative Diels-Alder reaction of 2-methyl-3-phenylmethylindoles and α,β-unsaturated aldehydes has been established. The successful in situ generation of the indole ortho-quinodimethane intermediate and the iminium activation of enals are the keys to success, providing various tetrahydrocarbazole derivatives with up to >99% ee.

Organic Letters published new progress about Crystal structure. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Safety of 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Chao; Deiana, Luca; Afewerki, Samson; Incerti-Pradillos, Celia; Cordova, Oscar; Guo, Peng; Cordova, Armando; Hedin, Niklas published the artcile< The Use of Porous Palladium(II)-polyimine in Cooperatively-catalyzed Highly Enantioselective Cascade Transformations>, Application of C9H7BrO, the main research area is cyclopentenealdehyde preparation enantioselective diastereoselective; spirocyclic oxindole preparation enantioselective diastereoselective; enal propargylic nucleophile cascade cyclization spirocyclization; chiral amine porous palladium polyimine preparation catalysis.

Porous palladium(II)-polyimines as excellent catalysts for cooperatively catalyzed and enantioselective cascade reactions is disclosed for the first time. In synergy with a chiral amine co-catalyst, polysubstituted cyclopentenes I (R = 4-O2NC6H4, 2-furyl, n-Bu, etc.) and spirocyclic oxindoles II (R = 4-ClC6H4, 4-MeC6H4, n-Pr), including the all-carbon quaternary stereocenter, were synthesized in high yields. High diastereo- and enantioselectivities were achieved for these dynamic kinetic asym. transformations (DYKAT) of enals with propargylic nucleophiles.

Advanced Synthesis & Catalysis published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary