Tag: M.W=200-250

Hu, Xiao-Qian; Han, Jia-Bin; Zhang, Cheng-Pan published the artcile< Cu-Mediated Trifluoromethylation of Aromatic α-Diazo Esters with the Yagupolskii-Umemoto Reagent>, Electric Literature of 14062-30-7, the main research area is aromatic diazo ester trifluoromethylation Yagupolskii Umemoto reagent copper; trifluoromethyl arylacetic ester preparation; copper trifluoromethylation catalyst.

Reductive trifluoromethylation of aromatic α-diazo esters at room temperature with the Yagupolskii-Umemoto reagent {[Ph2SCF3][OTf]; (I)} in DMF in the presence of excess CuCl gave a variety of α-trifluoromethyl arylacetates, e.g., II, in up to 93 % yield. The prior reaction of I with CuCl before the addition of the α-diazo esters was imperative for the conversion. This initial reaction might pregenerate the key [CuICF3] intermediate, according to the results of our control experiments When the long-chain perfluoroalkyl diphenylsulfonium triflates were used instead of I, the reaction of an aromatic α-diazo ester under the same conditions followed by treatment with NaHCO3 gave a series of fluorinated α,β-unsaturated esters in good yields. This protocol gives a facile, convenient, and practical access to α-trifluoromethyl arylacetates and their analogs, implying that the “”+Rfn”” reagents are compatible with α-diazo esters in the presence of an appropriate reductant.

European Journal of Organic Chemistry published new progress about Esters Role: RCT (Reactant), RACT (Reactant or Reagent) (α-diazo). 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Electric Literature of 14062-30-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xie, Haibo; Zhu, Jiangtao; Chen, Zixian; Li, Shan; Wu, Yongming published the artcile< Synthesis of 3-trifluoromethyl-1,4-dihydropyridazines by the PTSA-catalyzed reaction of α,β-unsaturated aldehydes with (E)-1-phenyl-2-(2,2,2-trifluoroethylidene)>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is fluoromethyl hydropyridazine preparation PTSA catalyzed condensation unsaturated aldehyde phenylfluoroethylidene.

A facile and efficient method for the synthesis 3-trifluoromethyl-1,4-dihydropyridazine from a variety of readily available α,β-unsaturated aldehyde and (E)-1-phenyl-2-(2,2,2-trifluoroethylidene)hydrazine was developed. The reaction proceeded under mild conditions and gave the expected 1,4-dihydropyridazine products in moderate to high yields.

Synlett published new progress about Condensation reaction. 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

Ismael, Aya; Skrydstrup, Troels; Bayer, Annette published the artcile< Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: synthesis of 2-aroylbenzoate derivatives>, Application In Synthesis of 17100-65-1, the main research area is aroylbenzoate ester preparation; aryl halide boronic acid carbonylative Suzuki Miyaura.

A carbonylative approach to the synthesis of diversely substituted 2-aroylbenzoate esters ArC(O)R1 (Ar = 2-methoxyphenyl, thiophen-2-yl, 2-naphthyl, etc.; R1 = 2-methoxycarbonyl-6-methylphenyl, 2-methoxycarbonylphenyl, 2-methoxycarbonyl-4,5-dimethoxyphenyl, etc.) featuring a new protocol for the carbonylative coupling of aryl bromides R1Br with boronic acids ArB(OH)2 and a new strategy to favor carbonylative over non-carbonylative reactions were developed. Two different synthetic pathways – (i) the alkoxycarbonylation of 2-bromo benzophenones R2C6H4C(O)(2-BrC6H5) (R2 = 2-F, 4-F, 3-OMe, 4-OMe) and (ii) the carbonylative Suzuki-Miyaura coupling of 2-bromobenzoate esters – were evaluated. The latter approach provided a broader substrate tolerance, and thus it was the preferred pathway. Here observed that 2-substituted aryl bromides were challenging substrates for carbonylative chem. favoring the non-carbonylative pathway. However, it is found that carbonylative Suzuki-Miyaura couplings can be improved by slow addition of the boronic acid, suppressing the unwanted direct Suzuki coupling and, thus increasing the yield of the carbonylative reaction.

Organic & Biomolecular Chemistry published new progress about Alkoxycarbonylation. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Application In Synthesis of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Bin; Shi, Rongcheng; Zhang, Kesheng; Tang, Xiaoli; Shi, Xiayue; Xu, Jiayun; Yang, Jin; Jin, Can published the artcile< Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives>, Recommanded Product: 2-Amino-4-bromobenzoic acid, the main research area is acyl tricyclic quinazolinone preparation green chem self catalyst; quinazolinone alkene alpha keto acid photoinduced decarboxylative acylation cyclization.

A novel and green strategy for the synthesis of acylated quinazolinone derivatives via photo-induced decarboxylative cascade radical acylation/cyclization of quinazolinone bearing unactivated alkenes has been developed. The protocol provides a novel route to access acyl radicals from α-keto acids through a self-catalyzed energy transfer process. Most importantly, the reaction proceeded smoothly without any external photocatalyst, additive or oxidant, and could be easily scaled-up in flow conditions with sunlight irradiation

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Recommanded Product: 2-Amino-4-bromobenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fernandez, Maitane; Uria, Uxue; Vicario, Jose L.; Reyes, Efraim; Carrillo, Luisa published the artcile< Enantioselective Conjugate Addition of Donor-Acceptor Hydrazones to α,β-Unsaturated Aldehydes through Formal Diaza-Ene Reaction: Access to 1,4-Dicarbonyl Compounds>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is donor acceptor hydrazone enal conjugate addition formal diaza ene; conjugate addition adduct hydride shift oxidation; carboxylic acid gamma hydrazono stereoselective organocatalytic preparation; dicarbonyl stereoselective preparation.

Donor-acceptor monosubstituted hydrazones participate as suitable reagents able to undergo an enantioselective formal diaza-ene reaction with α,β-unsaturated aldehydes under chiral secondary amine catalysis. This constitutes a new approach for the enantioselective conjugate addition of hydrazones to enals under metal-free conditions and leads to the formation of γ-hydrazono carboxylic acids after oxidation/[1,3]-H shift. The methodol. is also useful for the synthesis of enantioenriched β-substituted α-keto-1,5-diesters by using the hydrazone moiety as a masked carbonyl group.

Journal of the American Chemical Society published new progress about Aliphatic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (γ-hydrazono). 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

Tung, Truong Thanh; Huy, Luong Xuan published the artcile< Metal-free synthesis of 2-mercaptobenzothiazoles and 6-(4-substituted-1H-1,2,3-triazol-1-yl)-2-mercaptobenzothiazoles via microwave-assisted synthesis pathway>, Product Details of C9H12BrN, the main research area is triazolyl mercaptobenzothiazole preparation metal free; haloaniline isopropylxanthic acid potassium salt cyclization microwave irradiation.

A simple, efficient, and metal-free methodol. for the preparation of 2-mercaptobenzothiazole and derivatives in excellent yields via microwave-assisted pathway is reported. These conditions provide a convenient protocol for the synthesis of a diverse collection of 2-mercaptobenzothiazoles I (R = 4-Me, 6-CF3, 6-OMe, etc.) and 6-(4-substituted-1H-1,2,3-triazol-1-yl)-2-mercaptobenzothiazoles II (R = 4-Ph, 4-Et-C6H4, 3-OMe-C6H4, etc.) with a very simple purification process. This report provides an alternative protocol for fast access to the wide range of compounds for sequence synthesis and biol. studies.

Synthetic Communications published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 51605-97-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H12BrN, Product Details of C9H12BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rios, Ramon; Ibrahem, Ismail; Vesely, Jan; Sunden, Henrik; Cordova, Armando published the artcile< Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives>, Related Products of 3893-18-3, the main research area is hydroxypyrrolidine proline substituted asym synthesis; acylaminomalonate organocatalytic tandem reaction unsaturated aldehyde.

The highly enantioselective organocatalytic tandem reaction between 2-acylaminomalonates and α,β-unsaturated aldehydes is presented. The reaction is a direct entry to 5-hydroxypyrrolidines and 3-substituted proline derivatives, which are furnished in high yields and 90-99% ee.

Tetrahedron Letters published new progress about Acylation. 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

Boyaala, Rabab; Touzani, Rachid; Roisnel, Thierry; Dorcet, Vincent; Caytan, Elsa; Jacquemin, Denis; Boixel, Julien; Guerchais, Veronique; Doucet, Henri; Soule, Jean-Francois published the artcile< Catalyst-Controlled Regiodivergent C-H Arylation Site of Fluorinated 2-Arylpyridine Derivatives: Application to Luminescent Iridium(III) Complexes>, Computed Properties of 401-78-5, the main research area is fluorinated arylpyridine arylquinoline carbon hydrogen bond arylation palladium catalyst; palladium ruthenium catalyzed carbon hydrogen arylation fluorinated arylpyridine derivative; fluoro arylpyridine arylquinoline cyclometalated iridium preparation crystal mol structure; photophys mol structure calculation fluoro arylpyridine arylquinoline cyclometalated iridium.

Regiodivergent C-H bond arylation of fluorinated 2-arylpyridines and 2-arylquinolines has been developed. The use of Pd catalyst allows functionalization of the C-H bond of the aryl flanked by two fluorine atoms (most acidic position), while using Ru catalyst, the arylation takes place on the aryl unit at the ortho position of the heterocycle. Both reaction conditions exhibit a good functional group tolerance. The synthetically useful selectivity observed with Pd catalyst was applied to design C^N ligands for the preparation of luminescent cationic iridium(III) complexes. The influence of the incorporated aryl group onto the fluorinated Ph unit and the fluorine position patterns on the photophys. properties is described.

ACS Catalysis published new progress about Crystal structure. 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

Doyle, Amanda A.; Kramer, Tobias; Kavanagh, Kevin; Stephens, John C. published the artcile< Cinnamaldehydes: Synthesis, antibacterial evaluation, and the effect of molecular structure on antibacterial activity>, Computed Properties of 3893-18-3, the main research area is cinnamaldehyde synthesis mol structure antibacterial activity.

trans-Cinnamaldehyde is a major component of Cinnamomum cassia and has been reported to give rise to antimicrobial properties in cinnamon spice. In order to better understand the relationship between the structure of trans-cinnamaldehyde and its antimicrobial role, fifteen structurally different trans-cinnamaldehyde derivatives were selected for study based on their predicted electrophilicities. Both synthesized and com. trans-cinnamaldehyde derivatives were evaluated for their antibacterial activity, with modest mM activity levels found against both E. coli and S. aureus. An initial mechanism of action study, suggesting that the electrophilicity of the trans-cinnamaldehydes affects the antibacterial activity, was conducted as well as an exploration of their ability to alter bacterial cell wall integrity. In addition, in vivo toxicity levels were determined using the larvae of the greater wax moth, Galleria mellonella, with all derivatives tested showing low toxicity.

Results in Chemistry published new progress about Antibacterial agents. 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

Liang, Zhi-Qin; Gao, Zhong-Hua; Jia, Wen-Qiang; Ye, Song published the artcile< Bifunctional N-Heterocyclic Carbene Catalyzed [3+4] Annulation of Enals and Aurones>, HPLC of Formula: 3893-18-3, the main research area is benzofuran lactone fused preparation diastereoselective enantioselective; aurone enal annulation bifunctional heterocyclic carbene catalyst; N-heterocyclic carbenes; annulation; kinetic control; lactones; organocatalysis.

Bifunctional N-heterocyclic carbenes with a free hydroxy group were demonstrated as efficient catalysts for the [3+4] annulation of enals RHC:CHCHO (R = 4-H3CCO6H4, 2-ClC6H4, furan-2-yl, CH2CH2CH3, etc.) with aurones I [Ar = C6H5, naphthalen-1-yl, furan-2-yl, styryl, etc.] to give the corresponding benzofuran-fused ε-lactones II in good yields with good diastereoselectivities and excellent enantioselectivities. The control experiments reveals that the [3+4] cycloadducts are kinetically favored and could be transformed to the thermodynamically favored [3+2] cycloadducts with a non-bifunctional NHC catalyst.

Chemistry – A European Journal published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 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