- 3-3 - diarylacrylate/amide compound containing triaryl phosphonium salt as well as preparation method and application thereof
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The invention discloses I-3-diaryl acrylate/amide sterilization compounds of triarylphosphonium salts shown 3 . The compound of the formula I, which is an active ingredient, has a high activity in prevention and control of pathogenic bacteria in crops, horticulture, and vegetables, and can exhibit an excellent control effect even at a low dose, and has a wide control spectrum.
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- Mn(III) active site in hydrotalcite efficiently catalyzes the oxidation of alkylarenes with molecular oxygen
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Developing efficient heterogeneous catalytic systems based on easily available materials and molecular oxygen for the selective oxidation of alkylarenes is highly desirable. In the present research, NiMn hydrotalcite (Ni2Mn-LDH) has been found as an efficient catalyst in the oxidation of alkylarenes using molecular oxygen as the sole oxidant without any additive. Impressive catalytic performance, excellent stability and recyclability, broad applicable scope and practical potential for the catalytic system have been observed. Mn3+ species was proposed to be the efficient active site, and Ni2+ played an important role in stabilizing the Mn3+ species in the hydrotalcite structure. The kinetic study showed that the aerobic oxidation of diphenylmethane is a first-order reaction over Ni2Mn-LDH with the activation energy (Ea) and pre-exponential factor (A0) being 85.7 kJ mol?1 and 1.8 × 109 min?1, respectively. The Gibbs free energy (ΔG≠) was determined to be -10.4 kJ mol-1 K-1 for the oxidation based on Eyring-Polanyi equation, indicating the reaction is exergonic. The mechanism study indicated that the reaction proceeded through both radical and carbocation intermediates. The two species were then trapped by molecular oxygen and H2O or hydroxyl species, respectively, to yield the corresponding products. The present research might provide information for constructing highly efficient and stable active site for the catalytic aerobic oxidation based on available and economic material.
- Wang, Anwei,Zhou, WeiYou,Sun, Zhonghua,Zhang, Zhong,Zhang, Zhihui,He, MingYang,Chen, Qun
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- Photocatalyst-controlled and visible light-enabled selective oxidation of pyridinium salts
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This study proposes two different methods of photocatalytic-controlled and visible light-induced selective oxidation of pyridiniums with air as the terminal oxidant. The key to these transformations is to choose the appropriate light source and photocatal
- Peng, Xiang-Jun,He, Hai-Ping,Liu, Qian,She, Kun,Zhang, Bao-Qi,Wang, Heng-Shan,Tang, Hai-Tao,Pan, Ying-Ming
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p. 753 - 760
(2021/03/31)
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- Method for simply and conveniently synthesizing heterocyclic aryl ketone compound
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The invention discloses a method for simply and conveniently synthesizing a heterocyclic aryl ketone compound, and belongs to the technical field of the organic chemistry. The method comprises the following steps: using a benzyl heterocyclic compound as a reaction raw material, in a polar solvent, heating and reacting in an oxygen atmosphere, to obtain a multi-substituted ketone compound. The method is capable of using molecular oxygen as an oxidizing agent, green and environmental, and capable of preparing ketone by directly promoting selective oxidation and functionalization of a Csp3-H bond, and broadening a synthetic method for the ketone compound.
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Paragraph 0031; 0032; 0033
(2019/01/23)
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- Metal- and radical-free aerobic oxidation of heteroaromatic methanes: An efficient synthesis of heteroaromatic aldehydes
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A metal-free and radical-free synthesis of heteroaromatic aldehydes was developed through aerobic oxidation of methyl groups in an I2/DMSO/O2 catalytic system. Under the reaction conditions, various functional groups such as methoxy, aldehyde, ester, nitro, amide, and halo (F, Cl, Br) groups were well tolerated. The bioactive compounds like chlorchinaldin derivative and papaverine were also oxidized to the corresponding aldehydes and ketones. This reaction provided an efficient method for preparing the valuable heteroaromatic aldehydes.
- Ye, Rongzi,Cao, Yuanjie,Xi, Xiaoxiang,Liu, Long,Chen, Tieqiao
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supporting information
p. 4220 - 4224
(2019/05/10)
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- Efficient Selenium-Catalyzed Selective C(sp3)?H Oxidation of Benzylpyridines with Molecular Oxygen
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An efficient selenium-catalyzed direct oxidation of benzylpyridines in aqueous DMSO has been successfully developed by using molecular oxygen as the oxidant. A variety of benzoylpyridines with broad functional group tolerance were obtained in modest to excellent yields and with exclusive chemoselectivity. (Figure presented.).
- Jin, Weiwei,Zheng, Poonnapa,Wong, Wing-Tak,Law, Ga-Lai
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supporting information
p. 1588 - 1593
(2017/05/05)
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- Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen
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The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICP-MS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.
- Sterckx, Hans,De Houwer, Johan,Mensch, Carl,Herrebout, Wouter,Tehrani, Kourosch Abbaspour,Maes, Bert U.W.
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p. 144 - 153
(2016/04/05)
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- Direct oxidation of the Csp3–H bonds of N-heterocyclic compounds to give the corresponding ketones using a reusable heterogeneous MnOx-N@C catalyst
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Novel reusable MnOx-N@C catalyst has been developed for the direct oxidation of N-heterocycles under solvent-free conditions using TBHP as benign oxidant to give the corresponding N-heterocyclic ketones. The catalytic system exhibited a broad substrate scope and excellent regioselectivity, as well as being amenable to gram-scale synthesis. This MnOx-N@C catalyst also showed good reusability and was successfully recycled six times without any significant loss of activity.
- Ren, Lanhui,Wang, Lianyue,Lü, Ying,Li, Guosong,Gao, Shuang
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p. 1216 - 1221
(2016/09/07)
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- Synergistic H4NI-AcOH Catalyzed Oxidation of the Csp3-H Bonds of Benzylpyridines with Molecular Oxygen
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The oxidation of benzylpyridines forming benzoylpyridines was achieved based on a synergistic H4NI-AcOH catalyst and molecular oxygen in high yield under solvent-free conditions. This is the first nonmetallic catalytic system for this oxidation transformation using molecular oxygen as the oxidant. The catalytic system has a wide scope of substrates and excellent chemoselectivity, and this procedure can also be scaled up. The study of a preliminary reaction mechanism demonstrated that the oxidation of the Csp3-H bonds of benzylpyridines was promoted by the pyridinium salts formed by AcOH and benzylpyridines. The synergistic effect of H4NI-AcOH was also demonstrated by control experiments. (Figure Presented).
- Ren, Lanhui,Wang, Lianyue,Lv, Ying,Li, Guosong,Gao, Shuang
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supporting information
p. 2078 - 2081
(2015/05/13)
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- Chloroacetate-promoted selective oxidation of heterobenzylic methylenes under copper catalysis
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The efficient selective oxidation and functionalization of C-H bonds with molecular oxygen and a copper catalyst to prepare the corresponding ketones was achieved with ethyl chloroacetate as a promoter. In this transformation, various substituted N-heterocyclic compounds were well tolerated. Preliminary mechanistic investigations indicated that organic radical species were involved in the overall process. The N-heterocyclic compounds and ethyl chloroacetate work synergistically to activate C-H bonds in the methylene group, which results in the easy generation of free radical intermediates, thus leading to the corresponding ketones in good yields.
- Liu, Jianming,Zhang, Xin,Yi, Hong,Liu, Chao,Liu, Ren,Zhang, Heng,Zhuo, Kelei,Lei, Aiwen
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supporting information
p. 1261 - 1265
(2015/01/30)
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- Synthesis of pyridylallylamines related to zimelidine and their inhibition of neuronal monoamine uptake
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Analogues of the antidepressant agent zimelidine [6, (Z)-3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridyl)allylamine], a selective inhibitor of neuronal 5-hydroxytryptamine reuptake, were synthesized by several routes with the aim of obtaining compounds having a cis configuration (with respect to pyridyl and allylamine). Two methods utilized suitably substituted benzoylpyridines as starting materials. In two other routes, the bromine in 6 was either directly displaced (CN) or converted via the corresponding lithio derivative to H, Cl, I, Me, SiMe3. The configurations were determined by UV, 1H NMR and lanthanide-induced shifts in 1H NMR. The compounds were evaluated as uptake inhibitors by measuring the accumulation of [3H]noradrenaline and 5-hydroxyl[14C]tryptamine in mouse brain slices (in vitro and in vivo). Para substitution favored 5-hydroxytryptamine activity and ortho substitution favored NA activity in the cis series. The in vitro effect on 5-hydroxytryptamine was rather insensitive to variations in the para substituent, whereas pronounced effects in vivo were observed only with Cl, Br (6), and I.
- Hogberg,Ulff,Renyi,Ross
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p. 1499 - 1507
(2007/10/02)
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- Anthelmintic pyridine and thiazole substituted benzimidazole carbamates
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Compounds represented by the formula STR1 wherein R is STR2 R1 is 2-pyridyl, 3-pyridyl, 4-pyridyl or 2-thiazyl, R2 is lower alkyl and n is 1 or 2, And acid addition salts of the compounds wherein R1 is 2-pyridyl, 3-pyridyl or 4-pyridyl are disclosed as useful as anthelmintics against a broad spectrum of helminths. Processes for making the active compounds and novel intermediates useful therein are also disclosed.
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