- Cyclic Peroxidic Carbon Dioxide Dimer Fuels Peroxyoxalate Chemiluminescence
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Peroxyoxalate chemiluminescence is used in self-contained light sources, such as glow sticks, where oxidation of aromatic oxalate esters produces a high-energy intermediate (HEI) that excites fluorescence dyes via electron transfer chemistry, mimicking bi
- Baader, Wilhelm J.,Bartoloni, Fernando H.,Bastos, Erick L.,Cabello, Maidileyvis C.,Ciscato, Luiz Francisco M. L.,Da Silva, Sandra M.,Dos Santos, Ana Paula F.,Lang, André P.
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p. 11434 - 11441
(2021/09/13)
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- METHODS AND COMPOSITIONS FOR SELECTIVE AND TARGETED CANCER THERAPY
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Provided herein are methods and compositions for selective and targeted cancer therapy, in particular certain benzothiophenes, benzothiazoles, oxalamides, N-acyl ureas and chromones, and their use in selectively treating certain adenocarcinomas. In some embodiments, the selective toxicity of the compounds may be mediated through SCD1 and/or CYP450 such as CYP4F11.
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Page/Page column 257
(2015/03/28)
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- Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety
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A series of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety was designed and synthesized via the key intermediate 3-(2,4,6-trimethyl)-2-oxo-1-oxaspiro[4.4]-decyl-3-en-4-ol. The target compounds were identified by 1H NMR and elemental analysis or high-resolution mass spectrum (HRMS). The results of bioassays indicated that most of the target compounds possessed excellent acaricidal activities against carmine spider mite larvae and eggs. Especially, diisopropylamino oxalyl compound 7g and piperidine oxalyl compound 7h were 1.4- and 2.3-fold as high as the activities of commercial Spiromesifen, respectively, against spider mite eggs. Moreover, most of the target compounds exhibited insecticidal activities against Lepidoptera pest. Interestingly, compounds containing alkylamino-substituted oxalyl moiety showed obvious selectivity between spider mite larvae and eggs because the activities against spider mite eggs of 7g and 7h were 25-fold those against spider mite larvae, whereas Spiromesifen had no significant differences in these activities. This meant that the introduction of an oxalyl moiety to spirocyclic tetronic acid might lead to novel biological activity characteristics.
- Liu, Zhihui,Lei, Qiong,Li, Yongqiang,Xiong, Lixia,Song, Haibin,Wang, Qingmin
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experimental part
p. 12543 - 12549
(2012/03/10)
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- Synthesis of N -arylisoindolin-1-ones via pd-catalyzed intramolecular decarbonylative coupling of N -(2-bromobenzyl)oxanilic acid phenyl esters
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Ethyl and phenyl oxanilates were readily prepared from N-(2-bromobenzyl) anilines and oxalyl chloride monoethyl and monophenyl esters, respectively. It was found that the ethyl oxanilate survived in the presence of K 2CO3 in DMA at 120°C and underwent an intramolecular direct arylation using Pd(OAc)2-dppf, furnishing the 5,6-dihydrophenanthridine derivative. In contrast, the corresponding phenyl oxanilates decomposed upon exposure to K2CO3 in DMA at 120 C and were transformed into N-arylisoindolin-1-ones via Pd(OAc) 2-dppf-catalyzed intramolecular decarbonylative coupling. Except for the 4-methoxy-substituted oxanilic acid phenyl ester, other phenyl oxanilates possessing electron-withdrawing (NO2, Cl) and weak electron-donating (Me) substituents provided the N-arylisoindolin-1-ones in 43-80% yields.
- Zheng, Yu,Yu, Gongli,Wu, Jinlong,Dai, Wei-Min
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experimental part
p. 1075 - 1080
(2010/08/06)
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- Ruthenium-based olefin metathesis catalysts coordinated with unsymmetrical N-heterocyclic carbene ligands: Synthesis, structure, and catalytic activity
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A series of ruthenium-based olefin metathesis catalysts coordinated with unsymmetrical N-heterocyclic carbene (NHC) ligands has been prepared and fully characterized. These complexes are readily accessible in one or two steps from commercially available [(PCy3)2Cl2Ru=CHPh]. All of the complexes reported herein promote the ring-closing of diethyldiallyl and diethylallylmethallyl malonate, the ringopening metathesis polymerization of 1,5-cyclooctadiene, and the cross metathesis of allyl benzene with cis-l,4-diac_etoxy-2-butene, in some cases surpassing in efficiency the existing second-generation catalysts. Especially in the cross metathesis of allyl benzene with cis-l,4-diacetoxy-2-butene, all new catalysts demonstrate similar or higher activity than the second-generation ruthenium catalysts and, most importantly, afford improved E/Z ratios of the desired cross-product at conversion above 60%. The influence of the unsymmetrical NHC ligands on the initiation rate and the activation parameters for the irreversible reaction of these ruthenium complexes with butyl vinyl ether were also studied. Finally, the synthesis of the related chlorodicarbonyl(carbene) rhodium(I) complexes allowed for the study of the electronic properties of the new unsymmetrical NHC ligands that are discussed in detail.
- Vougioukalakis, Georgios C.,Grubbs, Robert H.
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experimental part
p. 7545 - 7556
(2009/09/07)
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- Enantioselective rhodium-catalyzed addition of arylboronic acids to α-ketoesters
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(Chemical Figure Presented) Rhodium catalysis: The first example of a catalytic asymmetric addition of arylboronic acids to α-ketoesters was realized by using a chiral RhI-spirophosphite ligand complex in aqueous solvent to provide tertiary α-hydroxyesters in good yields with high enantioselectivities (see scheme; DCE = 1,2-dichloroethane).
- Duan, Hai-Feng,Xie, Jian-Hua,Qiao, Xiang-Chen,Wang, Li-Xin,Zhou, Qi-Lin
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supporting information; experimental part
p. 4351 - 4353
(2009/02/08)
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- Asymmetric 1,3-dipolar cycloadditions of 2-diazocyclohexane-1,3-diones and alkyl diazopyruvates
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The 1,3-dipolar cycloaddition reactions of 2-diazocyclohexane-1,3-dione (7a; Table 1) and of alkyl diazopyruvates (11a-e; Table 3) to 2,3-dihydrofuran and other enol ethers have been investigated in the presence of chiral transition metal catalysts. With RhII catalysts, the cycloadditions were not enantioselective, but those catalyzed by [RuIICl 2(1a)] and [RuIICl2(1b)] proceeded with enantioselectivities of up to 58% and 74% ee, respectively, when diazopyruvates 11 were used as substrates. The phenyliodonium ylide 7c yielded the adduct 8a in lower yield and poorer selectivity than the corresponding diazo precursor 7a (Table2) upon decomposition with [Ru(pybox)] catalysts. This suggests that ylide decomposition by RuII catalysts, contrary to that of the corresponding diazo precursors, does not lead to Ru-carbene complexes as reactive intermediates. Our method represents the first reproducible, enantioselective 1,3-cycloaddition of these types of substrates.
- Mueller, Paul,Chappellet, Sabrina
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p. 1010 - 1021
(2007/10/03)
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- Synthesis and Insecticidal Evaluation of Novel N-Oxalyl Derivatives of Tebufenozide
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A series of novel N'-tert-butyl-N'-3,5-dimethylbenzoyl-N-aryloxyoxalyl-N-4-ethylbenzoyl hydrazines containing a carboxylic acid or ester substituent on the aryl were synthesized, and their larvicidal activities were evaluated. The results of bioassays ind
- Mao, Chun Hui,Wang, Qing Min,Huang, Run Qiu,Bi, Fu Chun,Chen, Li,Liu, Yu Xiu,Shang, Jian
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p. 6737 - 6741
(2007/10/03)
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- Catalyst for decarbonylation reaction
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A catalyst composed of an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding or a combination of the organic phosphorus compound and a halogen atom-containing compound is effective for decarbonylation, that is, for releasing carbon monoxide from a compound containing a moiety of --CO--CO--O-- in its molecular structure.
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- Catalyst for decarbonylation reaction
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A catalyst composed of an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding or a combination of the organic phosphorus compound and a halogen atom-containing compound is effective for decarbonylation, that is, for releasing carbon monoxide from a compound containing a moiety of -CO-CO-O- in its molecular structure.
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