Tag: M.W=200-250

Zaja, Mirko; Connon, Stephen J.; Dunne, Aideen M.; Rivard, Michael; Buschmann, Nicole; Jiricek, Jan; Blechert, Siegfried published the artcile< Ruthenium olefin metathesis catalysts with modified styrene ethers: influence of steric and electronic effects>, Name: 2-Bromo-4-(trifluoromethyl)phenol, the main research area is ruthenium isopropoxybenzylidene complex preparation ring closing metathesis catalyst; functionalized styrene ether preparation reaction ruthenium complex; diene ruthenium complex catalyzed metathesis steric hindrance electronic effect; heterocyclic compound nitrogen dihydropyrrole hexahydroazocine preparation.

A series of olefin metathesis catalysts with modified isopropoxybenzylidene ligands were synthesized, and the effects of ligands on the rate of metathesis was investigated. Increased steric hindrance ortho to the isopropoxy group enhanced reaction rates. In the case of N-heterocyclic carbene complexes, decreasing electron d. at both the chelating oxygen atom and the Ru:C bond accelerated reaction rates appreciably. In an example reaction, CH2:CHCH2N(Ts)CH2CH:CH2 underwent ring-closing metathesis in the presence of (4,5-dihydroIMes)Cl2Ru:CH(2-OiPr)(4-CN)C6H3 giving N-tosyl-2,5-dihydropyrrole in 96% yield. Catalysts containing a tricyclohexylphosphine ligand, such as (PCy3)Cl2Ru:CH(2-OiPr)(5-CF3)C3H6, followed the same trend with regard to benzylidene electrophilicity, while higher electron d. at oxygen enhanced reaction rates.

Tetrahedron published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Name: 2-Bromo-4-(trifluoromethyl)phenol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Xiao-Qin; Yan, Xiao-Wei; Zhang, Xing-Guo published the artcile< A palladium-catalyzed ring-expansion reaction of cyclobutanols with 2-haloanilines leading to benzazepines and quinolines>, Product Details of C7H4BrF3, the main research area is quinoline acyl preparation; benzazepine aryl preparation oxidative rearrangement; cyclobutanol haloaniline ring expansion palladium catalyst.

A general synthesis of 2-aryl benzazepines I (Ar = biphenyl-4-yl, 2-naphthyl, thiophen-2-yl, benzodioxol-5-yl, etc.; R = H, Ph, benzyloxymethyl; R1 = H, Me; R2 = H, Me, F, Cl, CF3, CO2Me; R1R2 = -CH=CH-CH=CH-; R3 = H, Me, MeO, Cl) has been developed through palladium-catalyzed ring-expansion reactions of cyclobutanols II with 2-haloanilines 2-X-4-R3-5-R2-6-R1C6HNH2. The further oxidative rearrangement reaction of benzazepines I provided an efficient synthesis of 2-acyl quinolines III. These transformations feature the efficient construction of six- and seven-membered N-containing heterocycles from easily obtained materials with excellent functional group tolerance.

Chemical Communications (Cambridge, United Kingdom) published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent) (halo-). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Product Details of C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bychek, Roman; Mykhailiuk, Pavel K. published the artcile< A Practical and Scalable Approach to Fluoro-Substituted Bicyclo[1.1.1]pentanes>, Recommanded Product: 3-Bromobenzotrifluoride, the main research area is fluoro substituted bicyclopentane preparation; Bicyclo[1.1.0]butane; Bicyclo[1.1.1]pentane; Bioisosteres; Fluorine.

A practical scalable approach to fluoro-substituted bicyclo[1.1.1]pentanes was developed. The physicochem. properties of the F-BCPs were studied, and the core was incorporated into the structure of the anti-inflammatory drug flurbiprofen in place of the fluorophenyl ring.

Angewandte Chemie, International Edition published new progress about Bicyclic compounds Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Recommanded Product: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

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

Zhan, Bei-Bei; Wang, Lei; Luo, Jun; Lin, Xu-Feng; Shi, Bing-Feng published the artcile< Synthesis of Axially Chiral Biaryl-2-amines by PdII-Catalyzed Free-Amine-Directed Atroposelective C-H Olefination>, Recommanded Product: 2-Bromo-4-isopropylaniline, the main research area is arylamine palladium chiral spiro phosphoric acid atroposelective olefination catalyst; axially chiral biarylamine stereoselective preparation; C−H olefination; atroposelectivity; biaryl-2-amines; chiral spiro phosphoric acids; palladium.

A simple and ubiquitously present group, free amine, is used as a directing group to synthesize axially chiral biaryl compounds by PdII-catalyzed atroposelective C-H olefination. A broad range of axially chiral biaryl-2-amines can be obtained in good yields with high enantioselectivities (up to 97% ee). Chiral spiro phosphoric acid (SPA) proved to be an efficient ligand and the loading could be reduced to 1 mol % without erosion of enantiocontrol in gram-scale synthesis. The resulting axially chiral biaryl-2-amines also provide a platform for the synthesis of a set of chiral ligands.

Angewandte Chemie, International Edition published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 51605-97-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H12BrN, Recommanded Product: 2-Bromo-4-isopropylaniline.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Woerly, Eric M.; Banik, Steven M.; Jacobsen, Eric N. published the artcile< Enantioselective, Catalytic Fluorolactonization Reactions with a Nucleophilic Fluoride Source>, Related Products of 6942-39-8, the main research area is fluoroisochromanone enantioselective synthesis regioselectivity; alkenyl benzoate preparation fluorolactonization; bromobenzoate alkenyl boronic acid pinacol ester.

The enantioselective synthesis of 4-fluoroisochromanones via chiral aryl iodide-catalyzed fluorolactonization is reported. This methodol. uses HF-pyridine as a nucleophilic fluoride source with a peracid stoichiometric oxidant and provides access to lactones containing fluorine-bearing stereogenic centers in high enantio- and diastereoselectivity. The regioselectivity observed in these lactonization reactions is complementary to that obtained with established asym. electrophilic fluorination protocols.

Journal of the American Chemical Society published new progress about Enantioselective synthesis. 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Related Products of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hernandez-Olmos, Victor; Heering, Jan; Planz, Viktoria; Liu, Ting; Kaps, Alexander; Rajkumar, Rinusha; Gramzow, Matthias; Kaiser, Astrid; Schubert-Zsilavecz, Manfred; Parnham, Michael J.; Windbergs, Maike; Steinhilber, Dieter; Proschak, Ewgenij published the artcile< First Structure-Activity Relationship Study of Potent BLT2 Agonists as Potential Wound-Healing Promoters>, COA of Formula: C8H6BrFO2, the main research area is CAY scaffold based BLT2 agonist wound healing promoter SAR.

The first potent leukotriene B4 (LTB4) receptor type 2 (BLT2) agonists, endogenous 12(S)-hydroxyheptadeca-5Z,8E,10E-trienoic acid (12-HHT), and synthetic CAY10583 (CAY) have been recently described to accelerate wound healing by enhanced keratinocyte migration and indirect stimulation of fibroblast activity in diabetic rats. CAY represents a very valuable starting point for the development of novel wound-healing promoters. In this work, the first structure-activity relationship study for CAY scaffold-based BLT2 agonists is presented. The newly prepared derivatives showed promising in vitro wound-healing activity.

Journal of Medicinal Chemistry published new progress about Drug safety. 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, COA of Formula: C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mohammadi, Masoud; Ghorbani-Choghamarani, Arash published the artcile< L-Methionine-Pd complex supported on hercynite as a highly efficient and reusable nanocatalyst for C-C cross-coupling reactions>, Quality Control of 401-78-5, the main research area is hercynite magnetic nanocatalyst preparation green chem Suzuki Heck coupling.

A ”green” method was suggested for the synthesis of hercynite magnetic nanoparticles (MNPs) as a novel heterogeneous catalytic support to immobilize homogeneous complexes, L-Methionine-Pd was immobilized on the surface of hercynite MNPs by a simple, rapid, and convenient route. The structure and composition of the prepared Hercynite@L-Methionine-Pd MNPs were characterized by X-ray diffraction spectroscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma-optical emission spectrometry, SEM, X-ray mapping, thermogravimetric anal. and vibrating-sample magnetometry (VSM). Besides, they were applied as green nanocatalysts for Suzuki and Heck cross-coupling reactions. Hercynite@L-Methionine-Pd MNPs offer several advantages (simple synthetic method under green conditions, thermal and chem. stability during organic reactions, short reaction times, high yields of products, excellent selectivity and easy work-up procedure). Moreover, the recycled nanocatalyst was reused for at least five cycles with no significant loss of activity. The hot filtration test indicated heterogeneous catalysis for Suzuki and Heck cross-coupling reactions. This work is useful for the development and application of a magnetically recoverable Pd nanocatalyst on the basis of green-chem. principles.

New Journal of Chemistry published new progress about Biphenyls Role: SPN (Synthetic Preparation), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Quality Control of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jayasundara, Chathurika R. K.; Gil-Negrete, Jose M.; Montero Bastidas, Jose R.; Chhabra, Arzoo; Martinez, M. Montserrat; Perez Sestelo, Jose; Smith, Milton R. III; Maleczka, Robert E. Jr. published the artcile< Merging Iridium-Catalyzed C-H Borylations with Palladium-Catalyzed Cross-Couplings Using Triorganoindium Reagents>, Electric Literature of 401-78-5, the main research area is aryl halide iridium catalyzed borylation palladium cross coupling organoindium; borylated alkynyl heteroaryl arene preparation; organoindium palladium catalyzed cross coupling boryl arene.

A versatile and efficient method to prepare borylated arenes furnished with alkyl, alkenyl, alkynyl, aryl and heteroaryl functional groups is developed by merging Ir-catalyzed C-H borylations (CHB) with a chemoselective Pd-catalyzed cross-coupling of triorganoindium reagents (Sarandeses-Sestelo coupling) with aryl halides bearing a boronic ester substituent. Using triorganoindium cross-coupling reactions to introduce unsaturated moieties enables the synthesis of borylated arenes that would be difficult to access through the direct application of the CHB methodol. The sequential double catalyzed procedure can be also performed in one vessel.

Journal of Organic Chemistry published new progress about Aryl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Electric Literature of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary