Tag: M.W=200-250

Allahdad, Ahmad; Knight, David W. published the artcile< An investigation of the Wittig reaction between a series of monosubstituted phthalic anhydrides and ethoxycarbonylmethylidenetriphenylphosphorane>, Safety of 4-Bromoisobenzofuran-1,3-dione, the main research area is Wittig phthalic anhydride ethoxycarbonylmethylidenetriphenylphosphorane regiochem; ylidenephthalide; phthalide ylidene.

The reaction was examined of EtO2CCH:PPh3 (I) with II (Z = Z1 = O, R = x-OMe, x-NMe2, x-Me, x-CO2Me, x-NO2, x-Cl, x-Br; x = 3,4) in refluxing dry CHCl3 for 18 h. The structures of the products II (Z ≠ Z1 = O, CHCO2Et, R as before) were determined by chem. and spectral methods. The regioselectivity of the reaction is governed by substituent electronic effects which render one of the anhydride CO groups more susceptible to nucleophilic attack. Generally, (E)-ylidenephthalides were formed predominantly. II (Z = Z1 = O, R = 3-Me) with I gave a 73:23:4 mixture of (E)-II (Z = CHCO2Et, Z1 = O, R = 3-Me) [(E)-III], (Z)-III, and (Z)-II (Z = O, Z1 = CHCO2Et, R = 3-Me); II (Z = Z1 = O, R = 3-Cl) gave a 43:52:5 mixture of (E)-II (Z = CHCO2Et, Z1 = O, R = 3-Cl) [(E)-IV], (Z)-IV, and (Z)-II (Z = O, Z1 = CHCO2Et, R = 3-Cl), resp.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Regiochemistry. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Safety of 4-Bromoisobenzofuran-1,3-dione.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sivendran, Nardana; Belitz, Florian; Sowa Prendes, Daniel; Manu Martinez, Angel; Schmid, Rochus; Goossen, Lukas J. published the artcile< Photochemical Sandmeyer-type Halogenation of Arenediazonium Salts>, Computed Properties of 401-78-5, the main research area is arene diazonium tetrafluoroborate tetraalkylammonium halide photochem Sandmeyer halogenation; haloarene preparation.

Trihalide salts were found to efficiently promote photochem. dediazotizing halogenations of diazonium salts. In contrast to classical Sandmeyer reactions, no metal catalysts required to achieve high yields and outstanding selectivities for halogenation over competing hydridodediazotization. Convenient protocols was disclosed for synthetically meaningful brominations, iodinations and chlorinations of diversely functionalized derivatives

Chemistry – A European Journal published new progress about Activation entropy. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Computed Properties of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Xiulei; Zhou, Zhen; Li, Zhong; Xu, Xiaoyong published the artcile< Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita>, Category: bromides-buliding-blocks, the main research area is benzotriazinone dihydrothiazole thiol preparation nematocidal activity.

A series of novel 1,2,3-benzotriazin-4-one derivatives containing 4,5-dihydrothiazole-2-thiol I (R = H, 5-OMe, 7-F, 8-NO2, etc.) was synthesized. The bioassay results showed that compounds I (R = 7-OMe, 6-NO2, 7-Cl (A)) exhibited good control efficacy against the cucumber root-knot nematode disease caused by Meloidogyne incognita at the concentration of 10.0 mg L-1 in vivo. Compound (A) showed excellent nematicidal activity with inhibition 68.3% at a concentration of 1.0 mg L-1. It suggested that the structure of 1,2,3-benzotriazin-4-one containing 4,5-dihydro-thiazole-2-thiol could be optimized further.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Benzotriazines Role: AGR (Agricultural Use), BSU (Biological Study, Unclassified), RCT (Reactant), SPN (Synthetic Preparation), BIOL (Biological Study), USES (Uses), RACT (Reactant or Reagent), PREP (Preparation). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Category: bromides-buliding-blocks.

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>, Formula: C9H7BrO, the main research area is alkyl butyrolactam stereoselective preparation; unsaturated butyrolactam aldehyde diastereoselective enantioselective regioselective chemoselective Michael addition; alkaloid stereoselective preparation; butyrolactam reductive amination intramol aza Michael addition; diastereoselective reductive radical conjugate addition cyclization.

The first organocatalytic regio- and chemoselective direct vinylogous Michael addition of N-Boc α,β-unsaturated γ-butyrolactam to α,β-unsaturated aldehydes is reported. The desired adducts, e.g. I, with multiple orthogonal sets of functionalities were obtained in excellent enantioselectivity (up to 98% ee) with low to outstanding diastereoselectivity (d.r. up to > 20:1). Moreover, it has been demonstrated that the products were quite valuable for scaffold diversity synthesis. A number of enantioenriched natural-product-like or drug-like mols. with fused bi-, tri-, and polycyclic structures, e.g. II, have been efficiently constructed, which might have potentials in the later explorations for the biol. related studies.

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, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cheng, Hua; Yang, Lu; Liu, Hong-Fu; Zhang, Rui; Chen, Cheng; Wu, Yuan; Jiang, Wen published the artcile< N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide as a new inhibitor of mitochondrial complex III: Synthesis, biological evaluation and computational simulations>, Application In Synthesis of 81107-97-3, the main research area is chlorotrifluoromethylphenoxyphenylpicolinamide preparation mitochondria complex III inhibitor; Amide; Biological evaluation; Computational simulation; Diaryl ether; Inhibitor; Mitochondrial complex III.

Mitochondrial complex III is one of the most promising targets for a number of pharmaceuticals and fungicides. Due to the wide-spread use of complex III-inhibiting fungicides, a considerable increase of resistance occurred worldwide. Therefore, inhibitors with novel scaffolds and potent activity against complex III are still in great demand. A new series of amide compounds bearing the diaryl ether scaffold were designed and prepared, followed by the biol. evaluation. Gratifyingly, several compounds demonstrated potent activity against succinate-cytochrome c reductase (SCR, a mixture of mitochondrial complex II and complex III), with compound N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide possessing the best inhibitory activity (IC50 = 0.91 ± 0.09μmol/L). Addnl. studies verified that N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide was a new inhibitor of complex III. Moreover, computational simulations elucidated that N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)picolinamide should bind to the Qo site of complex III. The authors believe this work will be valuable for the preparation and discovery of more complex III inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 81107-97-3. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Application In Synthesis of 81107-97-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shchegolkov, Evgeny V.; Burgart, Yanina V.; Matsneva, Daria A.; Borisevich, Sophia S.; Kadyrova, Renata A.; Orshanskaya, Iana R.; Zarubaev, Vladimir V.; Saloutin, Victor I. published the artcile< Polyfluoroalkylated antipyrines in Pd-catalyzed transformations>, Name: 3-Bromobenzotrifluoride, the main research area is aryl phenylethynyl polyfluoroalkylated antipyrine preparation antiviral; arylhalogenide arylation Suzuki Sonogashira palladium catalyst.

In the direct C-H arylation with arylhalogenides in the presence of Pd(OAc)2, trifluoromethyl-containing antipyrine reacts very slowly and incompletely owing to the low nucleophilicity of its C4 center. However, it was effective in modifying polyfluoroalkyl-substituted 4-bromo- and 4-iodo antipyrines by the Suzuki and Sonogashira reactions. It was established that using Pd2(dba)3 as catalyst and XPhos as phosphine ligand was the optimal catalytic system for the synthesis of 4-aryl- and 4-phenylethynyl-3-polyfluoroalkyl-antipyrines. Moreover, iodo-derivatives as the initial reagents were found to be more advantageous compared to bromo-containing analogs. It was found that 4-phenylethynyl-5-CF3-antipyrine has a moderate activity against the influenza virus A/Puerto Rico/8/34 (H1N1) and 4-iodo-5-CF3-antipyrine reveals a weak activity against the vaccine virus (strain Copenhagen) and bovine diarrhea virus (strain VC-1).

RSC Advances published new progress about Antiviral agents. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Name: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Barik, Soumen; Das, Rohan Chandra; Balanna, Kuruva; Biju, Akkattu T. published the artcile< Kinetic Resolution Approach to the Synthesis of C-N Axially Chiral N-Aryl Aminomaleimides via NHC-Catalyzed [3 + 3] Annulation>, Category: bromides-buliding-blocks, the main research area is phenyl aminopyrrolidione bromopropenal arene heterocyclic carbene cycloaddition kinetic resolution; aryl pyrrolopyridine trione preparation.

Chiral NHC-catalyzed kinetic resolution of N-aryl aminomaleimides allowing the synthesis of C-N axially chiral N-aryl aminomaleimides via remote chirality control was presented. The catalytically generated α,β-unsaturated acylazoliums from 2-bromoenals underwent selective [3 + 3] annulation with one of the enantiomers of maleimide to furnish fused-dihydropyridinone (bearing axial/central chirality, up to 6:1 dr, >99:1 er) leaving the enantioenriched opposite enantiomer (up to >99:1 er). Studies on C-N bond rotation barrier and dependence on temperature were also provided.

Organic Letters published new progress about [3+3] Cycloaddition reaction (stereoselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Adeniji, Adegoke O.; Twenter, Barry M.; Byrns, Michael C.; Jin, Yi; Chen, Mo; Winkler, Jeffrey D.; Penning, Trevor M. published the artcile< Development of Potent and Selective Inhibitors of Aldo-Keto Reductase 1C3 (Type 5 17β-Hydroxysteroid Dehydrogenase) Based on N-Phenyl-Aminobenzoates and Their Structure-Activity Relationships>, Product Details of C9H9BrO3, the main research area is aldo keto reductase inhibitor phenyl aminobenzoate preparation SAR.

Aldo-keto reductase 1C3 (AKR1C3; type 5 17β-hydroxysteroid dehydrogenase) is overexpressed in castration resistant prostate cancer (CRPC) and is implicated in the intratumoral biosynthesis of testosterone and 5α-dihydrotestosterone. Selective AKR1C3 inhibitors are required because compounds should not inhibit the highly related AKR1C1 and AKR1C2 isoforms which are involved in the inactivation of 5α-dihydrotestosterone. NSAIDs, N-phenylanthranilates in particular, are potent but nonselective AKR1C3 inhibitors. Using flufenamic acid, 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid, as lead compound, five classes of structural analogs were synthesized and evaluated for AKR1C3 inhibitory potency and selectivity. Structure-activity relationship (SAR) studies revealed that a meta-carboxylic acid group relative to the amine conferred pronounced AKR1C3 selectivity without loss of potency, while electron withdrawing groups on the phenylamino B-ring were optimal for AKR1C3 inhibition. Lead compounds did not inhibit COX-1 or COX-2 but blocked the AKR1C3 mediated production of testosterone in LNCaP-AKR1C3 cells. These compounds offer promising leads toward new therapeutics for CRPC.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Product Details of C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Xiang-Yu; Chen, Kun-Quan; Sun, De-Qun; Ye, Song published the artcile< N-Heterocyclic carbene-catalyzed oxidative [3+2] annulation of dioxindoles and enals: cross coupling of homoenolate and enolate>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is spirocyclic oxindole lactone preparation; dioxindole enal oxidative annulation heterocyclic carbene catalyst.

The N-heterocyclic carbene-catalyzed oxidative [3+2] annulation of dioxindoles I (R = H, Bn; X = H, 4-Br, 5-H3CO, 6-Br) and enals R1CH=CHCHO (R1 = n-C6H13, HC=CHCH3, 4-FC6H4, etc.) was developed for giving the corresponding spirocyclic oxindole-γ-lactones II and III in good yields with high to excellent diastereo- and enantioselectivities. The challenging aliphatic enals worked effectively using this strategy. The oxidative cross coupling of homoenolate and enolate via single electron transfer was proposed as the key step for the reaction.

Chemical Science published new progress about Cross-coupling reaction, 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

Lutter, Ferdinand H.; Grokenberger, Lucie; Perego, Luca Alessandro; Broggini, Diego; Lemaire, Sebastien; Wagschal, Simon; Knochel, Paul published the artcile< Regioselective functionalization of aryl azoles as powerful tool for the synthesis of pharmaceutically relevant targets>, Quality Control of 401-78-5, the main research area is phenyl trimethylsilyltriazole aryl bromide palladium catalyst regioselective Negishi coupling; aryl phenyl trimethylsilyltriazole preparation.

The metalation of 1-aryl-1H-1,2,3-triazoles and other related heterocycles with sterically hindered metal-amide bases were investigated. A room temperature and highly regioselective ortho-magnesiation of several aryl azoles using a tailored magnesium amide, TMPMgBu (TMP = 2,2,6,6-tetramethylpiperidyl) in hydrocarbon solvents followed by an efficient Pd-catalyzed arylation was reported. This scalable and selective reaction allows variation of the initial substitution pattern of the aryl ring, the nature of the azole moiety, as well as the nature of the electrophile. This versatile method can be applied to the synthesis of bioactive azole derivatives and complements existing metal-mediated ortho-functionalizations.

Nature Communications published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 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