Tag: M.W=200-250

Sun, Bin; Huang, Panyi; Yan, Zhiyang; Shi, Xiayue; Tang, Xiaoli; Yang, Jin; Jin, Can published the artcile< Self-Catalyzed Phototandem Perfluoroalkylation/Cyclization of Unactivated Alkenes: Synthesis of Perfluoroalkyl-Substituted Quinazolinones>, Product Details of C7H6BrNO2, the main research area is alkenyl quinazolinone perfluoroalkanesulfinate regioselective phototandem perfluoroalkylation cyclization; dihydrocyclicquinazolinonyl trifluoroalkane preparation.

A novel visible-light-induced radical tandem trifluoromethylation/cyclization of unactivated alkenes with sodium perfluoroalkanesulfinates (Rf = CF3, C3F7, C4F9, C6F13, C8F17) under air atm. was developed. A range of quinazolinones containing unactivated alkene moiety and sodium perfluoroalkanesulfinates were compatible with this transformation, leaded to a variety of perfluoroalkyl-substituted quinazoline alkaloids. Remarkably, the experiment was carried out without any metal catalyst, strong oxidant, or external photosensitizer.

Organic Letters 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, Product Details of C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Sha; Jia, Zhehui; Xiong, Lixia; Yan, Tao; Yang, Na; Wu, Guiping; Song, Haibin; Li, Zhengming published the artcile< Chiral Dicarboxamide Scaffolds Containing a Sulfiliminyl Moiety as Potential Ryanodine Receptor Activators>, HPLC of Formula: 82-73-5, the main research area is chiral dicarboxamide scaffold sulfiliminyl moiety potential ryanodine receptor activator; optically active sulfiliminyl insecticidal activity.

To search for new environmentally benign insecticides with high activity, low toxicity, and low residue, novel chiral configurations introduced into dicarboxamide scaffolds containing N-cyano sulfiliminyl moieties were first studied. Four series of phthalamides with sulfur-containing side chains were designed, synthesized, and evaluated against oriental armyworm (Pseudaletia separata Walker) and diamondback moth (Plutella xylostella (L.)) for their insecticidal activities. All structures were characterized by 1H NMR, 13C NMR, and HRMS (or elemental anal.), and their configurations were confirmed by optical polarimetry. The biol. assessment indicated that some title compounds exhibited significant insecticidal activities. For oriental armyworm, these stereoisomers exerted different impacts on biol. activity following the sequence (Sc, Ss) ≥ (Sc, Rs) ≫ (Rc, Ss) > (Rc, Rs), and carbon chirality influenced the activities more strongly than sulfur. Compounds Ia and IIa reached as high an activity as com. flubendiamide, with LC50 values of 0.0504 and 0.0699 mg L-1, resp., lower than that of flubendiamide (0.1230 mg L-1). For diamondback moth, the sequence of activity was (Sc, Ss) > (Sc, Rs), and the sulfur chirality influenced the activities more greatly than carbon. Compound IIe exhibited even higher activity than flubendiamide, whereas Ie and Ic,d reached the activity of the latter. The results indicated that the improvement of insecticidal activity probably required a coordination of both carbon and sulfur chirality. Comparative mol. field anal. calculation indicated that stereoisomers with Rs configurations containing strong electron-withdrawing groups such as CN are important in maintaining the high activity. The chiral scaffolds containing the N-cyano sulfiliminyl moiety are also essential for high larvicidal activity. Some title compounds could be considered as potential candidates for ryanodine receptor activators.

Journal of Agricultural and Food Chemistry published new progress about Amides Role: BSU (Biological Study, Unclassified), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation) (phthalamides). 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, HPLC of Formula: 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Meazza, Marta; Rios, Ramon published the artcile< Synergistic Catalysis: Enantioselective Ring Expansion of Vinyl Cyclopropanes Combining Four Catalytic Cycles for the Synthesis of Highly Substituted Spirocyclopentanes Bearing up to Four Stereocenters>, Safety of 3-(4-Bromophenyl)acrylaldehyde, the main research area is spirocyclopentane preparation; aldehyde vinyl cyclopropane cascade enantioselective ring expansion synergistic catalysis; cascade reaction; cyclopentanes; enantioselective; palladium; synergistic catalysis.

A double synergistic cascade reaction is reported, combining transition metal and amine catalysis. The reaction between vinyl cyclopropanes and enals renders the final cyclopentane derivatives, e.g. I, in excellent yields and stereoselectivities.

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, Safety of 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hong, Liang; Sun, Wangsheng; Liu, Chunxia; Wang, Lei; Wang, Rui published the artcile< Asymmetric organocatalytic N-alkylation of indole-2-carbaldehydes with α,β-unsaturated aldehydes: one-pot synthesis of chiral pyrrolo[1,2-a]indole-2-carbaldehydes>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is pyrroloindolecarbaldehyde asym preparation; indolecarbaldehyde unsaturated aldehyde Michael addition cyclization diphenylsilyloxymethylpyrrolidine.

Diphenylprolinol trimethylsilyl ether-catalyzed asym. aza-Michael addition/aldol addition of indole-2-carboxaldehyde with unsaturated aldehydes is described. A series of chiral pyrrolo[1,2-a]indole-2-carbaldehydes were obtained in good yields with excellent stereoselectivities.

Chemistry – A European Journal published new progress about Cyclization. 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

Cohen, Daniel T.; Cardinal-David, Benoit; Roberts, John M.; Sarjeant, Amy A.; Scheidt, Karl A. published the artcile< NHC-catalyzed/titanium(IV)-mediated highly diastereo- and enantioselective dimerization of enals>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is heterocyclic carbene catalyst titanium diastereoselective enantioselective dimerization enal; unsaturated aldehyde diastereoselective enantioselective dimerization; cyclopentene stereoselective preparation.

An NHC-catalyzed diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr)4 is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.

Organic Letters published new progress about Carbenes (methylene derivatives) Role: CAT (Catalyst Use), USES (Uses) (heterocyclic carbene). 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

Li, Han; Sheng, Jie; Wu, Bing-Bing; Li, Yan; Wang, Xi-Sheng published the artcile< Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides>, Synthetic Route of 401-78-5, the main research area is nickel catalyzed cross coupling ethyl chlorofluoroacetate aryl bromide; aryl halides; cross-coupling; ethyl chlorofluoroacetate; monofluoroacetation; nickel.

A combinatorial nickel-catalyzed monofluoroalkylation of aryl bromides with the industrial raw regent Et chlorofluoroacetate has been developed. The two key factors to successful conversion are the combination of nickel with readily available nitrogen and phosphine ligands and the using of a mixture of different solvents. Mechanistic investigations indicated a new zinc regent might generated in situ and be involved in the reaction process.

Chemistry – An Asian Journal 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, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Bing; Hu, Jiantao; Xu, Fuming; Chen, Zhuo; Bai, Longchuan; Fernandez-Salas, Ester; Lin, Mei; Liu, Liu; Yang, Chao-Yie; Zhao, Yujun; McEachern, Donna; Przybranowski, Sally; Wen, Bo; Sun, Duxin; Wang, Shaomeng published the artcile< Discovery of a Small-Molecule Degrader of Bromodomain and Extra-Terminal (BET) Proteins with Picomolar Cellular Potencies and Capable of Achieving Tumor Regression>, Related Products of 82-73-5, the main research area is preparation degrader bromodomain extra terminal protein cancer.

The bromodomain and extra-terminal (BET) family proteins, consisting of BRD2, BRD3, BRD4, and testis-specific BRDT members, are epigenetic “”readers”” and play a key role in the regulation of gene transcription. BET proteins are considered to be attractive therapeutic targets for cancer and other human diseases. Recently, heterobifunctional small-mol. BET degraders have been designed based upon the proteolysis targeting chimera (PROTAC) concept to induce BET protein degradation Herein, we present our design, synthesis, and evaluation of a new class of PROTAC BET degraders. One of the most promising compounds, 23, effectively degrades BRD4 protein at concentrations as low as 30 pM in the RS4;11 leukemia cell line, achieves an IC50 value of 51 pM in inhibition of RS4;11 cell growth and induces rapid tumor regression in vivo against RS4;11 xenograft tumors. These data establish that compound 23 (BETd-260/ZBC260) is a highly potent and efficacious BET degrader.

Journal of Medicinal Chemistry published new progress about Antiproliferative agents. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Related Products of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chu, John C. K.; Dalton, Derek M.; Rovis, Tomislav published the artcile< Zn-Catalyzed Enantio- and Diastereoselective Formal [4 + 2] Cycloaddition Involving Two Electron-Deficient Partners: Asymmetric Synthesis of Piperidines from 1-Azadienes and Nitro-Alkenes>, Related Products of 16426-64-5, the main research area is zinc catalyst stereoselective formal cycloaddition azadiene nitroalkene kinetics; stereoselective preparation piperidine.

We report a catalytic asym. synthesis of piperidines, e.g. I, through [4 + 2] cycloaddition of 1-azadienes and nitro-alkenes. The reaction uses earth abundant Zn as catalyst and is highly diastereo- and regioselective. A novel BOPA ligand (F-BOPA) confers high reactivity and enantioselectivity in the process. The presence of ortho substitution on the arenes adjacent to the bis(oxazolines) was found to be particularly impactful, due to limiting the undesired coordination of 1-azadiene to the Lewis acid and thus allowing the reaction to be carried out at lower temperature A series of secondary kinetic isotope effect studies using a range of ligands implicates a stepwise mechanism for the transformation, involving an initial Michael-type addition of the imine to the nitro-alkene followed by a cyclization event. The stepwise mechanism obviates the electronic requirement inherent to a concerted mechanism, explaining the successful cycloaddition between two electron-deficient partners.

Journal of the American Chemical Society published new progress about [4+2] Cycloaddition reaction (formal stereoselective). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Related Products of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Tao; Chen, Xuling; Li, Pengfei published the artcile< One-Pot Divergent Synthesis of Benzoxazines and Dihydroquinolines from Morita-Baylis-Hillman Alcohols>, Quality Control of 20776-50-5, the main research area is hydroxy carboxypropylene benzamide intramol heterocyclization; carboxyethylene benzoxazine preparation; acyl dihydroquinoline carboxylate preparation.

Benzoxazines and hydroquinolines was prepared by a one-pot process via catalyst-controlled divergent annulations of Morita-Baylis-Hillman (MBH) alcs. In the presence of diazabicyclo[2.2.2]octane, MBH alcs. reacted with Boc2O to form MBH carbonates, followed by intramol. annulation to give 4H-benzo[d][1,3]oxazines. Divergently, the combination of Bu4NBr and NaOH enabled the formation of 1,2-dihydroquinolines from the same starting materials.

European Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Quality Control of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hong, Liang; Liu, Chunxia; Sun, Wangsheng; Wang, Lei; Wong, Kwokyin; Wang, Rui published the artcile< Organocatalytic Enantioselective Friedel-Crafts Alkylation of 4,7-Dihydroindoles with α,β-Unsaturated Aldehydes: An Easy Access to 2-Substituted Indoles>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is dihydroindole unsaturated aldehyde chiral diarylprolinol trimethylsilyl ether; enantioselective Friedel Crafts alkylation benzoquinone oxidation; substituted dihydroindole indole stereoselective preparation; Friedel Crafts alkylation enantioselective catalyst chiral diarylprolinol trimethylsilyl ether.

An enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles and α,β-unsaturated aldehydes has been developed. The process is promoted by diphenylprolinol ether to afford 2-substituted 4,7-dihydroindoles, e.g., I, in high yields and enantioselectivities. After a subsequent oxidation of the products, the optically active 2-substituted indoles could be obtained smoothly in high yields without any loss of enantioselectivity.

Organic Letters published new progress about Friedel-Crafts reaction (enantioselective). 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