Category: 3893-18-3

Leth, Lars A.; Glaus, Florian; Meazza, Marta; Fu, Liang; Thogersen, Mathias K.; Bitsch, Emma A.; Jorgensen, Karl Anker published the artcile< Decarboxylative [4+2] Cycloaddition by Synergistic Palladium and Organocatalysis>, Product Details of C9H7BrO, the main research area is vinyl tetrahydroquinoline preparation decarboxylative cycloaddition palladium organocatalyst; asymmetric catalysis; cycloaddition; decarboxylation; heterocycles; synergistic catalysis.

A novel reaction based on synergistic catalysis, combining palladium- and organocatalysis was developed. The palladium catalyst activates vinyl benzoxazinanones via a decarboxylation to undergo a [4+2] cycloaddition with iminium-ion activated α,β-unsaturated aldehydes. The reaction proceeds for a number of combinations of vinyl benzoxazinanones reacting with α,β-unsaturated aldehydes, providing highly substituted vinyl tetrahydroquinolines in good to high yields, and excellent enantio- and diastereoselectivities (>98% ee and >20:1 d.r.). The palladium catalyst used in the synergistic catalysis can be re-used in a one-pot sequential coupling reaction with an aromatic boronic acid forming the coupling product in 95% yield, >20:1 d.r. and 99% ee.

Angewandte Chemie, International Edition published new progress about [4+2] Cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gao, Limei; Shi, Ruijie; Tian, Yuting; Luo, Xi; Zheng, Yongsheng; Wang, Qiang published the artcile< Synthesis of Pyrazoles through [3+2] Cyclization of Nitrile Imines with Cinnamaldehydes Followed by Air Oxidation>, SDS of cas: 3893-18-3, the main research area is pyrazole preparation green chem regioselective; nitrile imine cinnamyl aldehyde cycloaddition oxidation.

An unprecedented [3+2] cycloaddition reaction of in situ generated nitrile imines with cinnamyl aldehydes followed by air oxidation has been successfully developed under mild conditions, providing an efficient approach to multisubstituted pyrazoles (up to 88% yield). Preliminary mechanistic investigation implies that the final product is generated through oxidation in the presence of air. The prominent features of this reaction include mild conditions, simple operation and gram-scale synthesis.

ChemistrySelect published new progress about [3+2] Cycloaddition reaction (regioselective). 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

Cong, Zi-Song; Li, Yang-Guo; Du, Guang-Fen; Gu, Cheng-Zhi; Dai, Bin; He, Lin published the artcile< N-Heterocyclic carbene-catalyzed sulfa-Michael addition of enals>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is enal thiol sulfa Michael addition nitrogen heterocyclic carbene catalyst.

An efficient N-heterocyclic carbene (NHC) catalyzed sulfa-Michael addition (SMA) between enals and thiols has been developed. Under the catalysis of 10 mol% stable free carbene IPr and with 20 mol% hexafluoroisopropanol (HFIP) as an additive, enals react with a variety of thiols to afford the SMA adducts in 54-98% yields. In this process, the free carbene preferentially interacts with thiols through hydrogen-bonding and no NHC-catalyzed extended Umpolung transformations were observed

Chemical Communications (Cambridge, United Kingdom) published new progress about Michael reaction (sulfa). 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

Feng, Xin; Cui, Hai-Lei; Xu, Shi; Wu, Li; Chen, Ying-Chun published the artcile< Organocatalytic Direct Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactam to α,β-Unsaturated Aldehydes and an Illustration to Scaffold Diversity Synthesis [Erratum to document cited in CA153:600892]>, Reference of 3893-18-3, the main research area is erratum alkyl butyrolactam stereoselective preparation; unsaturated butyrolactam aldehyde Michael addition erratum; enantioselective diastereoselective regioselective chemoselective Michael addition erratum; alkaloid stereoselective preparation erratum; butyrolactam reductive amination intramol aza Michael addition erratum; diastereoselective reductive radical conjugate addition cyclization erratum.

On pages S11, S65, and S68 of the Supporting Information, data for compound 9k and its diastereomer 9k’ were mismatched; the corrected Supporting information is given.

Chemistry – A European Journal published new progress about Alkaloids Role: PRP (Properties), 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, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Gui-Ling; Rios, Ramon; Vesely, Jan; Eriksson, Lars; Cordova, Armando published the artcile< Organocatalytic enantioselective aminosulfenylation of α,β-unsaturated aldehydes>, Formula: C9H7BrO, the main research area is unsaturated aldehyde alkylthio succinimide chiral organocatalyst aminosulfenylation; sucnimido mercaptoaldehyde stereoselective preparation.

A simple, highly enantioselective organocatalytic aminosulfenylation of α,β-unsaturated aldehydes affords orthogonally protected β-amino-α-mercaptoaldehydes in high yields and 93 to > 99% ee. Notably, the catalytic transformation shows that it is possible to efficiently employ all components of an electrophile, which includes a nucleofuge, in organocatalytic domino reactions of enals.

Angewandte Chemie, International Edition published new progress about Addition reaction (aminosulfenylation, stereoselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rueping, Magnus; Sugiono, Erli; Merino, Estibaliz published the artcile< Asymmetric organocatalysis: an efficient enantioselective access to benzopyrans and chromenes>, COA of Formula: C9H7BrO, the main research area is unsaturated aldehyde cycloalkanedione chiral diaryl prolinol ether; asym addition heterocyclization hydroxychromenone stereoselective preparation reduction oxidation aromatization; lactone oxadecalinone benzopyran stereoselective preparation; addition heterocyclization asym catalyst chiral diaryl prolinol ether.

Valuable, biol. active chromenones such as those depicted were synthesized based on a diaryl prolinol ether catalyzed, enantioselective reaction of diketones with α,β-unsaturated aldehydes. In these efficient addition-acetalization cascade reactions, diverse aliphatic and aromatic α,β-unsaturated aldehydes, as well as various diketones, can be successfully applied and the 2-hydroxychromenones can be isolated in good yields and with excellent enantioselectivities.

Chemistry – A European Journal published new progress about Acetalization catalysts (stereoselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Yu-Jie; Ji, Yuanyuan; Qi, Liangliang; Wang, Guanjun; Hui, Xin-Ping published the artcile< Asymmetric Synthesis of Cyclopenta[3,4]pyrroloindolones via N-Heterocyclic Carbene-Catalyzed Michael/Aldol/Lactamization Cascade Reaction>, COA of Formula: C9H7BrO, the main research area is heterocyclic carbene catalyst asym Michael aldol lactamization cascade reaction; asym Michael aldol lactamization cascade reaction enal indole enone; functionalized cyclopentapyrroloindolone stereoselective preparation.

The N-heterocyclic carbene-catalyzed asym. Michael/aldol/lactamization cascade reaction of enals and indole-derived enones for the synthesis of functionalized cyclopenta[3,4]pyrroloindolones with four consecutive stereogenic centers, e.g. I, has been achieved. The products were obtained in good yield with high diastereoselectivity and excellent enantioselectivity.

Organic Letters published new progress about Aldol addition catalysts, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Ping; Qu, Jinpeng; Li, Yaxuan; Guo, Xin; Tang, Dong; Meng, Xu; Yan, Rulong; Chen, Baohua published the artcile< Iron(III)/Iodine-Catalyzed C(sp2)-H Activation of α,β-Unsaturated Aldehydes/Ketones with Amidines: Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles>, Quality Control of 3893-18-3, the main research area is tetrasubstituted imidazole preparation; enone enal amidine heterocyclization iron iodine catalyst.

An efficient methodol. to access a library of 1,2,4,5-tetrasubstituted imidazoles from a broad range of amidines and α,β-unsaturated aldehydes/ketones via a C(sp2)-H amination has been developed. This method represents a new and simple way to prepare highly substituted imidazoles from easily available starting materials, inexpensive catalysts, and with good functional group tolerance in good to excellent yields.

Advanced Synthesis & Catalysis published new progress about Amidines Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Gotoh, Hiroaki; Ishikawa, Hayato; Hayashi, Yujiro published the artcile< Diphenylprolinol Silyl Ether as Catalyst of an Asymmetric, Catalytic, and Direct Michael Reaction of Nitroalkanes with α,β-Unsaturated Aldehydes>, SDS of cas: 3893-18-3, the main research area is silyl ether stereoselective Michael addition catalyst nitroalkane unsaturated aldehyde.

A catalytic enantioselective direct conjugate addition of nitroalkanes to α,β-unsaturated aldehydes using diphenylprolinol silyl ether as an organic catalyst has been developed. Using this methodol. as a key step, short syntheses of therapeutically useful compounds have also been accomplished. For example, the reaction of 4-chlorocinnamaldehyde with nitromethane using (2S)-2-[diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine as catalyst gave (-)-(βS)-4-chloro-β-(nitromethyl)benzenepropanal. The latter was converted into (βS)-4-chloro-β-(nitromethyl)benzenepropanoic acid, which is a precursor for (S)-baclofen.

Organic Letters published new progress about Aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation) (nitro). 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

Rueping, Magnus; Dufour, Jeremy; Maji, Modhu Sudan published the artcile< Relay catalysis: combined metal catalyzed oxidation and asymmetric iminium catalysis for the synthesis of bi- and tricyclic chromenes>, Quality Control of 3893-18-3, the main research area is chiral bicyclic tricyclic chromene preparation; asym oxidative iminium allenamine cascade propargyl alc.

A catalytic asym. oxidative iminium-allenamine cascade allows the use of propargyl alcs. as stable substrates and yields valuable chiral bicyclic 4H-chromenes. E.g., in presence of prolinol derivative (I), tetrapropylammonium perruthenate, and N-methylmorpholine N-oxide, the enantioselective oxidative cascade of (E)-HOC6H4CH:CHNO2 and PhCCCH2OH gave 81% chiral bicyclic 4H-chromene (II). A subsequent Michael addition-condensation domino reaction provides complex tricyclic 4H-chromenes in a highly enantioselective fashion.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alcohols, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent). 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