Category: 3893-18-3

Chen, Lian-Mei; Zhou, Chuang; Li, Jing; Li, Jun; Guo, Xiao-Qiang; Kang, Tai-Ran published the artcile< Copper-catalyzed reactions of α,β-unsaturated N-tosylhydrazones with diaryliodonium salts to construct N-arylpyrazoles and diaryl sulfones>, Name: 3-(4-Bromophenyl)acrylaldehyde, the main research area is propenyl tosylhydrazone diaryliiodonium triflate copper catalyst tandem heterocyclization Ullman; arylpyrazole diarylsulfone preparation regioselective.

An economical copper-catalyzed reaction of α,β-unsaturated N-tosylhydrazones with diaryliodonium salts to construct both N-arylpyrazoles and diaryl sulfones was developed. Both the p-toluenesulfonyl anion and the 3-arylpyrazole intermediates were formed in-situ from N-tosylhydrazones. Subsequently, the former reacted rapidly with diaryliodonium salts to give diaryl sulfones and aryl iodide intermediates and the latter reacted with aryl iodide to give N-arylpyrazoles under copper-catalyzed conditions. Using unsym. mesityl phenyliodonium salts as substrates, mesityl p-toluenesulfide was obtained as the major product. This reaction took full advantage of the “”waste”” part of substrates to form an extra diaryl sulfone.

Organic & Biomolecular Chemistry published new progress about Aromatic compounds, sulfones 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, Name: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Niu, Zhiqiang; He, Xinwei; Shang, Yongjia published the artcile< The efficient enantioselective synthesis of dihydropyrans via organocatalytic Michael addition reactions>, Product Details of C9H7BrO, the main research area is dihydropyran enantioselective preparation; cyanoketone alkenal enantioselective Michael addition organocatalyst.

An asym. Michael addition of α-cyanoketones to α,β-unsaturated aldehydes to form chiral dihydropyrans catalyzed by L-diphenylprolinol trimethylsilyl ether is presented. A series of 3,4-dihydropyrans were obtained in excellent yields (up to 91%) and enantioselectivities (up to 98% ee). A plausible mechanism for this process is proposed.

Tetrahedron: Asymmetry published new progress about Alkenals 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

Kim, Ju-Hye; Park, Eun-Jin; Lee, Hwa-Jung; Ho, Xuan-Huong; Yoon, Hyo-Sang; Kim, Pilsoo; Yun, Hoseop; Jang, Hye-Young published the artcile< Tandem Iminium/Copper Catalysis: Highly Enantioselective Synthesis of α,β-Disubstituted Aldehydes>, COA of Formula: C9H7BrO, the main research area is iminium copper catalyst enantioselective aldehyde Michael addition.

With the goal of synthesizing biol. and synthetically valuable products under environmentally benign and economic conditions, an asym. organocatalytic reaction was combined with a copper catalytic reaction. This iminium/copper catalysis allowed highly optically active α,β-disubstituted aldehydes to be synthesized with good yields in one-pot fashion. The β-substitution took place through iminium-catalyzed Michael addition of nitromethane or di-Et malonate to the α,β-unsaturated aldehydes, followed by copper-assisted addition of TEMPO (2,2,6,6-tetramethylpiperidin-1-yloxyl) at the aldehyde α-position. An iminium/copper-catalyzed tandem addition product was converted into a 3,4,5-trisubstituted piperidine for x-ray crystallog. anal.

European Journal of Organic Chemistry published new progress about Crystal structure. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Lian-Mei; Zhao, Juan; Xia, An-Jie; Guo, Xiao-Qiang; Gan, Ya; Zhou, Chuang; Yang, Zai-Jun; Yang, Jun; Kang, Tai-Ran published the artcile< A base-promoted cascade reaction of α,β-unsaturated N-tosylhydrazones with o-hydroxybenzyl alcohols: highly regioselective synthesis of N-sec-alkylpyrazoles>, HPLC of Formula: 3893-18-3, the main research area is hydroxymethyl arylalc arylethenyl tosylhydrazone base tandem heterocyclization aza Michael; arylpyrazolylmethyl aryl alc preparation regioselective.

An efficient method for the synthesis of N-sec-alkylpyrazoles through a base-promoted cascade cyclization/Michael addition reaction of α,β-unsaturated N-tosylhydrazones with ortho-hydroxybenzyl alcs. was developed. The desired products containing di- or triaryl groups at the same carbon atom were afforded in good to excellent yields with excellent regioselectivities (>20 : 1). Moreover, a three-component reaction of ortho-hydroxybenzyl alcs., α,β-unsaturated N-tosylhydrazones and saturated N-tosylhydrazones also took place to afforded pyrazoles in good yields. This reaction offered a new route to triarylmethanes with a simple operation and was applicable for large-scale synthesis.

Organic & Biomolecular Chemistry published new progress about Alkylarenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, HPLC of Formula: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Zhao-Quan; Zhou, Quan; Wu, Li; Chen, Ying-Chun published the artcile< Asymmetric organocatalytic tandem reaction to chiral pyrimidinone derivatives using urea as dinitrogen source>, Synthetic Route of 3893-18-3, the main research area is substituted pyrimidinone derivative asym preparation; urea unsaturated aldehyde cyclocondensation chiral amines.

A facile method for the asym. synthesis of pyrimidinone derivatives was developed via an organocatalytic tandem aza-Michael addition-hemiaminal formation-dehydroxylation reaction, using N,N’-dialkyloxyurea as dinitrogen source (up to 97% ee). The transformations of hemiaminal intermediates to pyrimidinones with more complex structures have been also investigated.

Advanced Synthesis & Catalysis published new progress about Amines, chiral Role: CAT (Catalyst Use), USES (Uses). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Synthetic Route of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Leng, Haijun; Zhao, Qian; Mao, Qing; Liu, Shuaijiang; Luo, Menglan; Qin, Rui; Huang, Wei; Zhan, Gu published the artcile< NHC-catalysed retro-aldol/aldol cascade reaction enabling solvent-controlled stereodivergent synthesis of spirooxindoles>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is spirocyclopentaneoxindole preparation diastereo enantioselective solvent controlled stereodivergent NHC catalyst; oxindole unsaturated aldehyde Michael retro aldol tandem reaction.

An N-heterocyclic carbene (NHC)-catalyzed retro-aldol/aldol cascade reaction of spirooxindole-based β-hydroxyaldehydes has been developed. The ring opening-closure process enables the diastereodivergent synthesis of spirocyclopentaneoxindole products I (R’ = Bn, allyl; R1 = H, 5-Me, 6-Br, etc.; R2 = C6H5, 4-MeC6H4, 4-FC6H4; R3 = C6H5, 4-MeC6H4, 3-FC6H4, etc.) and II with four consecutive stereocenters by simply changing the reaction solvents (THF or DCE). The Michael/aldol/retro-aldol/aldol sequential protocol allows the diastereodivergent synthesis of spirocyclopentaneoxindoles from 3-substituted oxindoles and α,β-unsaturated aldehydes under the relay catalysis of a chiral secondary amine and an NHC catalyst. Moreover, four stereoisomers of the product can be selectively provided by using different combinations of a chiral secondary amine and a solvent.

Chinese Chemical Letters published new progress about Aldol condensation. 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

Liu, Jian; Vasamsetty, Laxmaiah; Anwar, Muhammad; Yang, Shuang; Xu, Weici; Liu, Jinggong; Nagaraju, Sakkani; Fang, Xinqiang published the artcile< Organocatalyzed Kinetic Resolution of α-Functionalized Ketones: The Malonate Unit Leads the Way>, SDS of cas: 3893-18-3, the main research area is ketone kinetic resolution organocatalyst.

Developing a catalytic kinetic resolution (KR) protocol affording enantioenriched α-functionalized ketones (R/S)-RC(O)C(R1)(X)(CH2)nCH(C(O)OMe)2, (I) (R = Ph, ethoxy, benzyloxy, 2-furyl, etc.; R1 = Me, benzylthio, cyclohexylthio, etc.; n = 0, 1; X = H, D, F) with broad substrate scope and high efficiency has been a longstanding challenge. A successful protocol toward addressing this issue via an organocatalyzed cascade annulation was reported. The protocol could afford 11 classes of enantioenriched α-functionalized ketones (I) using a single catalytic system and avoid the frequent alterations of reaction conditions used in conventional methods. Up to 684 of the selectivity factor (s) is observed, and in most case, the s values are higher than 100. An aminolactam additive 1-(3-aminopropyl)azepan-2-one proves essential in promoting the resolution efficiency. Moreover, many previously unavailable enantiopure α-functionalized ketones are now accessible, and the annulation products are also useful building blocks and can be further transferred to densely substituted ketones without erosion of the optical purity. Mechanistically, in sharp contrast to the currently used direct one-step resolution patterns, a two-key-step resolution mode, in which the enantiomer discrimination happens at the second aldol step and the enantioenriched ketones are recovered by the reversible initial Michael reaction, is proposed, which provides opportunities addressing the challenging tasks that could not be solved by conventional resolution techniques.

ACS Catalysis published new progress about Aldol addition, 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

Hu, Beibei; Liu, Tong-Xin; Zhang, Pengling; Liu, Qingfeng; Bi, Jingjing; Shi, Lei; Zhang, Zhiguo; Zhang, Guisheng published the artcile< N-Heterocyclic Carbene-Catalyzed α,β-Unsaturated Aldehydes Umpolung in Fullerene Chemistry: Construction of [60]Fullerene-Fused Cyclopentan-1-ones and Cyclohex-2-en-1-ones>, HPLC of Formula: 3893-18-3, the main research area is fullerene fused cyclopentanone cyclohexenone preparation unsaturated aldehyde umpolung cycloacylation; heterocyclic carbene catalyzed unsaturated aldehyde umpolung cycloacylation.

The first umpolung strategy for the cycloacylation of fullerene using a N-heterocyclic carbene organocatalyst is reported. The coupling of [60]fullerene with different structural α,β-unsaturated aldehydes efficiently furnishes interesting [60]fullerene-fused cyclopentan-1-ones or cyclohex-2-en-1-ones in good to excellent yields. This new reaction displays a wide substrate scope and excellent functional-group tolerance, and diverse substituents such as aryl, heteroaryl, alkenyl, alkyl, and ester can be installed by using the corresponding enals.

Organic Letters published new progress about Acylation (cyclo). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, HPLC of Formula: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Gui-Ling; Ullah, Farman; Deiana, Luca; Lin, Shuangzheng; Zhang, Qiong; Sun, Junliang; Ibrahem, Ismail; Dziedzic, Pawel; Cordova, Armando published the artcile< Dynamic kinetic asymmetric transformation (DYKAT) by combined amine- and transition-metal-catalyzed enantioselective cycloisomerization>, Electric Literature of 3893-18-3, the main research area is cyclopentene derivative asym synthesis; unsaturated aldehyde propargylated acid dynamic kinetic asym transformation cycloisomerization.

The first examples of one-pot highly chemo- and enantioselective dynamic kinetic asym. transformations (DYKATs) involving α,β-unsaturated aldehydes and propargylated carbon acids are presented. These DYKATs, which proceed by a combination of catalytic iminium activation, enamine activation, and Pd0-catalyzed enyne cycloisomerization, give access to functionalized cyclopentenes e. g., I with up to 99 % ee and can be used for the generation of all-carbon quaternary stereocenters.

Chemistry – A European Journal published new progress about Amines, chiral Role: CAT (Catalyst Use), USES (Uses). 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

Cardinal-David, Benoit; Raup, Dustin E. A.; Scheidt, Karl A. published the artcile< Cooperative N-Heterocyclic Carbene/Lewis Acid Catalysis for Highly Stereoselective Annulation Reactions with Homoenolates>, SDS of cas: 3893-18-3, the main research area is enal chalcone heterocyclic carbene Lewis acid catalyst stereoselective cyclization; cis trisubstituted cyclopentene stereoselective preparation.

A new approach that takes advantage of N-heterocyclic carbene/Lewis acid cooperative catalysis provides access to cis-1,3,4-trisubstituted cyclopentenes, e.g. I, from enals and chalcone derivatives with high levels of diastereoselectivity and enantioselectivity. The presence of Ti(OiPr)4 as the Lewis acid allows for efficient substrate preorganization, which translates into high levels of diastereoselectivity. Addnl., we demonstrate the possibility of controlling the absolute stereochem. of NHC-catalyzed reactions by employing a catalytic amount of a chiral Lewis acid as the unique source of optically active promoter.

Journal of the American Chemical Society published new progress about Alkenals Role: RCT (Reactant), RACT (Reactant or Reagent). 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