Category: 3893-18-3

Chen, Ziren; Xue, Fei; Zhang, Yonghong; Jin, Weiwei; Wang, Bin; Xia, Yu; Xie, Mengwei; Abdukader, Ablimit; Liu, Chenjiang published the artcile< Visible-Light-Promoted [3 + 2] Cyclization of Chalcones with 2-Mercaptobenzimidazoles: A Protocol for the Synthesis of Imidazo[2,1-b]thiazoles>, Name: 3-(4-Bromophenyl)acrylaldehyde, the main research area is imidazothiazole preparation photochem; chalcone mercaptobenzimidazole heterocyclization.

A visible-light-promoted [3+2] cyclization between chalcones R 1CH=CHC(O)R2 (R1 = Ph, thiophen-2-yl, naphthalen-2-yl, etc.; R2 = H, Ph, thiophen-2-yl, naphthalen-1-yl, etc.) and 2-mercaptobenzoimidazoles I (R3 = R4 = H, Me, OMe, Cl) for the construction of diverse imidazo[2,1-b]thiazoles II and III, IV via an electron-donor-acceptor (EDA) complex has been developed. This novel aminothiolation can be realized under only visible light irradiation without the aid of external photocatalysts, transition metals, and oxidants. Mechanistic investigations have revealed that the thiol anions and chalcones form EDA complexes, providing a novel strategy for the synthesis of imidazo[2,1-b]thiazoles II, III, and IV.

Organic Letters published new progress about Benzimidazoles Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Kunzendorf, Andreas; Xu, Guangcai; van der Velde, Jesse J. H.; Rozeboom, Henriette J.; Thunnissen, Andy-Mark W. H.; Poelarends, Gerrit J. published the artcile< Unlocking Asymmetric Michael Additions in an Archetypical Class I Aldolase by Directed Evolution>, Reference of 3893-18-3, the main research area is stereoselective Michael addition engineered deoxyribosephosphate aldolase.

Class I aldolases catalyze asym. aldol addition reactions and have found extensive application in the biocatalytic synthesis of chiral β-hydroxy-carbonyl compounds However, the usefulness of these powerful enzymes for application in other C-C bond-forming reactions remains thus far unexplored. The redesign of class I aldolases to expand their catalytic repertoire to include non-native carboligation reactions therefore continues to be a major challenge. Here, we report the successful redesign of 2-deoxy-D-ribose-5-phosphate aldolase (DERA) from Escherichia coli, an archetypical class I aldolase, to proficiently catalyze enantioselective Michael additions of nitromethane to α,β-unsaturated aldehydes to yield various pharmaceutically relevant chiral synthons. After 11 rounds of directed evolution, the redesigned DERA enzyme (DERA-MA) carried 12 amino-acid substitutions and had an impressive 190-fold enhancement in catalytic activity compared to the wildtype enzyme. The high catalytic efficiency of DERA-MA for this abiol. reaction makes it a proficient “”Michaelase”” with potential for biocatalytic application. Crystallog. anal. provides a structural context for the evolved activity. Whereas an aldolase acts naturally by activating the enzyme-bound substrate as a nucleophile (enamine-based mechanism), DERA-MA instead acts by activating the enzyme-bound substrate as an electrophile (iminium-based mechanism). This work demonstrates the power of directed evolution to expand the reaction scope of natural aldolases to include asym. Michael addition reactions and presents opportunities to explore iminium catalysis with DERA-derived catalysts inspired by developments in the organocatalysis field.

ACS Catalysis published new progress about Crystal structure. 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

Mikhailov, I. E.; Vikrishchuk, N. I.; Popov, L. D.; Beldovskaya, A. D.; Dushenko, G. A.; Revinskii, Yu. V.; Kurbatov, S. V. published the artcile< 5-(2-Hydroxyphenyl)-1,2-dimethyl(1-methyl-2-vinylaryl)-1H-1,3,4-triazoles and their complexes with Zn(II)>, Related Products of 3893-18-3, the main research area is zinc substituted triazolylphenolate chelate preparation luminescence.

The interaction of 2,3-dimethyl-4-oxo-1,3-benzoxazinium and 2-[β-(4-bromophenylvinyl)]-3-methyl-4-oxo-1,3-benzoxazinium perchlorates with hydrazine hydrate has afforded the corresponding triazoles that were used as ligands for the synthesis of zinc complexes L2Zn. Luminescent properties of the prepared complexes were studied.

Russian Journal of General Chemistry published new progress about Photoluminescence. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Related Products of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cui, Haishuai; Zhong, Linhao; Lv, Yang; Hao, Fang; Liu, Pingle; Xiong, Wei; Xiong, Shaofeng; Liu, Huajie; Luo, He′an published the artcile< A facile synthesis of in-situ formed amorphous zirconia catalysts for efficient transfer hydrogenation of unsaturated aldehydes>, Computed Properties of 3893-18-3, the main research area is amorphous zirconia catalyst unsaturated aldehyde transfer hydrogenation.

Several metal salts were used for the cinnamaldehyde transfer hydrogenation, and it was found that heterogeneous reactions coexisted in this superficial homogeneous catalytic system. Among these metal salts, Zr(NO3)4·5H2O exhibits the best catalytic performance. Notably, the in-situ formed amorphous zirconia during the reaction is identified as the active site of Zr(NO3)4·5H2O. The in-situ formed zirconia in the presence of cinnamaldehyde (self-selective ZrO2) possesses smaller particle size, better dispersion and more surface hydroxyl groups, which exhibits remarkably enhanced catalytic performance in cinnamaldehyde transfer hydrogenation as compared to the com. nano-zirconia and laboratory-prepared zirconia. The characterization and theor. anal. reveal that the synergistic catalytic effect between zirconium active site and surface hydroxyl groups can effectively activate C=O bonds in cinnamaldehyde and reduce the activation energy barrier, thus significantly improving the transfer hydrogenation performance. Moreover, the self-selective ZrO2 exhibits excellent catalytic performance for a series of unsaturated aldehydes.

Fuel published new progress about Adsorption energy. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Computed Properties of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yanai, Hikaru; Egawa, Saki; Yamada, Kenta; Ono, Junpei; Aoki, Motohide; Matsumoto, Takashi; Taguchi, Takeo published the artcile< 1,1-Bis(triflyl)alkadienes: Easy-To-Handle Building Blocks for Strongly Acidic Carbon Acids>, Synthetic Route of 3893-18-3, the main research area is unsaturated aldehyde triflylmethane condensation; bistriflylalkadiene preparation Mukaiyama aldol; carbon acid preparation catalysis.

1,1-Bis(triflyl)alkadienes I (Ar = C6H5, 4-CH3C6H4, 4-CH3OC6H4, 3-EtOC6H4, 4-ClC6H4, 2-BrC6H4, etc.) were easily prepared by mixing bis(triflyl)methane and α,β-unsaturated aldehydes and then used as easy-to-handle building blocks for the preparation of strongly acidic carbon acids. The reaction of these alkadienes with either NaBH4 or organocerium reagents gave the desired carbon acids through a β-selective nucleophilic addition reaction. Similar reactions of a 1,1-bis(trifyl)alkadiene with sterically bulky iPrMgBr resulted in a δ-selective alkylation instead. The present β-alkylation is the realization of the synthesis of β-branched 1,1-bis(triflyl)alkanes with an acidic C-H moiety. Furthermore, when submitted to a Mukaiyama aldol reaction, β-branched carbon acids had a higher catalyst activity than that of the corresponding nonbranched carbon acids.

Asian Journal of Organic Chemistry published new progress about Acidity. 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

Wang, Shengzheng; Chen, Shuqiang; Guo, Zhongjie; He, Shipeng; Zhang, Fan; Liu, Xueying; Chen, Weiping; Zhang, Shengyong; Sheng, Chunquan published the artcile< Synthesis of spiro-tetrahydrothiopyran-oxindoles by Michael-aldol cascade reactions: discovery of potential P53-MDM2 inhibitors with good antitumor activity>, Related Products of 3893-18-3, the main research area is spiro tetrahydrothiopyran oxindole diastereoselective preparation SAR antitumor; indolinone unsaturated aldehyde Michael aldol cascade proline catalyst.

Using proline as a catalyst, an organocatalytic Michael-aldol cascade reaction was developed for the synthesis of spiro-tetrahydrothiopyran oxindoles I [R1 = H, F, Me, Cl, Br; R2 = 2-furyl, Ph, 4-BrC6H4, etc.; R3 = Et, n-Pr, Ph, etc.] from indolinones and α,β-unsaturated aldehydes. The highly functionalized scaffold was assembled in moderate to good yields (51-78%) and excellent diastereoselectivities (>20 : 1 dr). Interestingly, the oxindoles I displayed moderate to good in vitro antitumor activities and were validated as p53-MDM2 inhibitors, which represented promising lead compounds for antitumor drug discovery.

Organic & Biomolecular Chemistry published new progress about Aldol condensation catalysts, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Related Products of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jia, Min-Qiang; Li, Guo-Tai; You, Shu-Li published the artcile< DPEN-derived triazolium salts catalyzed annulation reactions of α,β-unsaturated aldehydes with 1,3-dicarbonyl compounds>, Application of C9H7BrO, the main research area is unsaturated aldehyde dicarbonyl enantioselective annulation triazolium catalyst mol sieves; hydropyrone asym synthesis.

Enantioselective N-heterocyclic carbene-catalyzed annulation reactions of α,β-unsaturated aldehydes with various dicarbonyl compounds were carried out. With 10 mol% of a (1R,2R)-1,2-diphenylethylamine- (DPEN)-derived triazolium salt, 15 mol% of DBU, 4 Å mol. sieves, and 100 mol% of quinone as the oxidant, various 3,4-dihydro-α-pyrones were obtained in good yields and enantioselectivity (≤92% yield, 88% ee).

International Journal of Chemistry (Mumbai, India) published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Zhan-Yong; Yang, Ting; Wang, Kai-Kai; Chen, Rongxiang; Liu, Menghan; Liu, Hongxin published the artcile< Oxidative N-heterocyclic carbene-catalyzed [3 + 3] annulation reaction of enals with benzofuran-3-ones: efficient access to benzofuran-fused δ-lactones>, COA of Formula: C9H7BrO, the main research area is benzofuranone enal azacyclic carbene catalyst heterocyclization; dihydropyranobenzofuranone preparation.

A facile route to benzofuran-fused δ-lactones was developed via an N-heterocyclic carbene-catalyzed [3 + 3] annulation reaction, giving the expected products in high yields (up to 99%) with excellent enantioselectivities (up to 98% ee). It should be noted that benzofuran-fused pyrones can be obtained stepwise in one pot with excellent yields (up to 96%) by using this methodol.

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xia, Ai-Bao; Pan, Gong-Jian; Wu, Chao; Liu, Xue-Li; Zhang, Xiao-Long; Li, Zhao-Bo; Du, Xiao-Hua; Xu, Dan-Qian published the artcile< Enantioselective One-Pot Reaction: Organocatalyzed Synthesis of Fully Functionalized Oxabicyclo[2.2.2]octanes with Seven Contiguous Stereocenters>, Product Details of C9H7BrO, the main research area is stereoselective preparation oxabicyclooctane seven contiguous stereocenter; organocatalytic stereoselective Michael Henry hemiacetalization unsaturated aldehyde ketoamide nitroalkene.

An enantioselective one-pot Michael/ Michael/ Henry/ hemiacetalization reaction between α,β-unsaturated aldehydes, α-ketoamides, and nitroalkenes under mild conditions catalyzed by a diarylprolinol silyl ether has been developed. The sequential methodol. provides a direct approach to a wide range of fully substituted chiral oxabicyclo[2.2.2]octanes with seven contiguous stereocenters in moderate to excellent yields (up to 99%), high to excellent diastereoselectivities (up to >25:1 dr), and high to excellent enantioselectivities (up to 99% ee).

Advanced Synthesis & Catalysis published new progress about Acetalization. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jin, Zhichao; Huang, Huicai; Li, Wenjun; Luo, Xiaoyan; Liang, Xinmiao; Ye, Jinxing published the artcile< Enantioselective Organocatalytic Synthesis of Oxazolidine Derivatives through a One-Pot Cascade Reaction>, Application In Synthesis of 3893-18-3, the main research area is aryl amide unsaturated aldehyde enantioselective organocatalytic cascade reaction; oxazolidine stereoselective preparation.

An asym. organocatalytic cascade reaction of aryl amides, e.g., I, and α,β-unsaturated aldehydes which can afford a series of oxazolidine derivatives, e.g., II, has been developed. The one-pot reaction reported here can produce an oxazolidine derivative in a highly enantioselective manner and good yield with good to excellent diastereomeric ratio.

Advanced Synthesis & Catalysis published new progress about Aromatic amides 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 In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary