- METHOD FOR PREPARING BENZYL AMINE COMPOUND
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Disclosed is a method for preparing a benzyl amine compound, i.e., synthesizing a benzyl amine compound by means of an oxidation reaction between a methylbenzene/ethylbenzene compound and arylamine by using an ionic iron (III) complex containing 1,3-di-tert-butylimidazolium cation and having a molecular formula of [(RNCHCHNR)CH][FeBr4] (R being tert-butyl) and di-t-butyl peroxide as an oxidant. The present invention is not only applicable to a methylbenzene compound containing a benzylic primary carbon-hydrogen bond but also applicable to an ethylbenzene compound containing a benzylic secondary carbon-hydrogen bond, and therefore is widely applicable. This is the first case where the preparation of a benzyl amine compound by means of an oxidation reaction between a methylbenzene/ethylbenzene compound and arylamine is implemented by an iron catalyst.
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Page/Page column 0053-0054
(2021/08/06)
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- Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines
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A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.
- Jin, Shengzhou,Lin, Sen,Xie, Bo,Yan, Zhaohua,Yao, Hua,Zhong, Xiaoyang
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supporting information
p. 3263 - 3268
(2020/05/14)
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- Method of preparing benzylamine compound
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The invention discloses a method of preparing a benzylamine compound. The method comprises the following steps of by taking 1,3-di-tert-butylimidazolin cation contained ionic iron (III) complex with amolecular formula being [(RNCHCHNR)CH][FeBr4] (wherein R is a tertiary butyl group) as a catalyst and di-tert-butyl peroxide as an oxidizing agent, and performing oxidizing reaction on a methylbenzene/ethylbenzene compound and arylamine to synthesize the benzylamine compound. The method is wide in application range, is suitable for a methylbenzene compound containing benzyl-position primary carbon-hydrogen bonds and also suitable for an ethylbenzene compound containing benzyl-position secondary carbon-hydrogen bonds. The method is a first case that preparation of the benzylamine compound through oxidizing reaction of the methylbenzene/ethylbenzene compound and the arylamine is realized with an iron catalyst.
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Paragraph 0044
(2019/02/04)
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- Ligand-free Iron(II)-Catalyzed N-Alkylation of Hindered Secondary Arylamines with Non-activated Secondary and Primary Alcohols via a Carbocationic Pathway
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Secondary benzylic alcohols represent a challenging class of substrates for N-alkylation of amines. Herein, we describe an iron(II)-catalyzed eco-friendly protocol for N-alkylation of secondary arylamines with secondary benzyl alcohols through a carbocationic pathway instead of the known borrowing hydrogen transfer (BHT) approach. Transiently generated carbocations, produced from alcohols via self-condensation, were coupled with arylamines to provide highly functionalized amine products. The scope of this methodology involves N-alkylation of primary, secondary and heterocyclic amines with primary/secondary benzylic, allylic and heterocyclic alcohols, which are common key structures in numerous pharmaceuticals drugs. The method can also be easily adopted for the amination of various natural products. (Figure presented.).
- Nayal, Onkar S.,Thakur, Maheshwar S.,Kumar, Manoranjan,Kumar, Neeraj,Maurya, Sushil K.
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supporting information
p. 730 - 737
(2017/12/26)
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- Hofmann N-alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO2 as a catalyst through Box–Behnken experimental design
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An efficient method for the N-alkylation of poorly nucleophilic amines using ferric perchlorate immobilized on SiO2 as a catalyst is described. Fe(ClO4)3 was prepared from mixing iron(III) hydroxide and perchloric acid and adsorbed on silica gel. The catalyst was characterized using various techniques. The supported ferric perchlorate (Fe(ClO4)3/SiO2) revealed high efficiency and selectivity for N-alkylation of aromatic amines with alcohols to provide alkylated amines. Various secondary amines were synthesized from primary amines and alcohols in good to excellent yields, with water as the only by-product. The optimization of the reaction conditions was investigated using the response surface method, and involving the Box–Behnken design matrix. The conditions for optimal reaction yield and time were: amount of catalyst?=?0.34?mmol, temperature?=?60°C and molar ratio of amine to alcohol?=?1.2. The catalyst was recovered and reused for five cycles without a considerable decrease in catalytic activity. The stability of the recycled catalyst was investigated. The proposed method has numerous advantages including procedure simplicity, short reaction times, low cost, good to excellent yields, reusability of the catalyst and mild and environmentally benign conditions.
- Ghanimati, Mahdi,Abdoli Senejani, Masumeh,Isfahani, Tahereh Momeni,Bodaghifard, Mohammad Ali
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- Highly Stable Mesoporous Zirconium Porphyrinic Frameworks with Distinct Flexibility
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The construction of highly stable metal-porphyrinic frameworks (MPFs) is appealing as these materials offer great opportunities for applications in artificial light-harvesting systems, gas storage, heterogeneous catalysis, etc. Herein, we report the synthesis of a novel mesoporous metal-porphyrinic framework (denoted as NUPF-1) and its catalytic properties. NUPF-1 is constructed from a new porphyrin linker and a Zr6O8 structural building unit, possessing an unprecedented doubly interpenetrating scu net. The structure exhibits not only remarkable chemical and thermal stabilities, but also a distinct structural flexibility, which is seldom seen in metal-organic framework (MOF) materials. By the merit of high chemical stability, NUPF-1 could be easily post-metallized with [Ru3(CO)12], and the resulting {NUPF-1-RuCO} is catalytically active as a heterogeneous catalyst for intermolecular C(sp3)-H amination. Excellent yields and good recyclability for amination of small substrates with various organic azides have been achieved.
- Xu, Lei,Luo, Yan-Ping,Sun, Lin,Xu, Yan,Cai, Zhong-Sheng,Fang, Min,Yuan, Rong-Xin,Du, Hong-Bin
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supporting information
p. 6268 - 6276
(2016/05/02)
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- Functional ion liquid method for catalytic synthesis of amine compounds
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The invention discloses a method for synthesizing an amine compound catalyzed by functionalized ionic liquid. According to the method, functionalized ionic liquid is used as a catalyst to catalyze N-alkylation of amine and alcohol to synthesize corresponding compound derivatives. Acid functionalized ionic liquid is used as the catalyst to synthesize a series of compounds of amine. The method has the following advantages: a catalytic system is a metal-free system; the usage amount of the catalyst is small, and the catalyst has high catalytic activity, good stability and low corrosivity; operation is simple, and reaction is mild; post-treatment is easy, and the catalyst can be cyclically used.
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Paragraph 0168; 0169; 0170
(2016/10/07)
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- Glycoporphyrin Catalysts for Efficient C-H Bond Aminations by Organic Azides
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We report herein the synthesis of new glycoporphyrin ligands which bear a glucopyranoside derivative on each meso-aryl moiety of the porphyrin skeleton. The saccharide unit is directly conjugated to the porphyrin or a triazole spacer is placed between the carbohydrate and porphyrin ring. The obtained glycoporphyrin ligands were employed to synthesize cobalt(II), ruthenium(II), and iron(III) complexes which were tested as catalysts of C-H bond aminations by organic azides. Two of the synthesized complexes were very efficient in promoting catalytic reactions, and the results achieved indicated that ruthenium and iron complexes show an interesting complementary catalytic activity in several amination reactions. The eco-friendly iron catalyst displayed very good chemical stability in catalyzing the amination reaction for three consecutive runs without losing catalytic activity. (Chemical Equation Presented).
- Tseberlidis, Giorgio,Zardi, Paolo,Caselli, Alessandro,Cancogni, Damiano,Fusari, Matteo,Lay, Luigi,Gallo, Emma
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supporting information
p. 3774 - 3781
(2015/08/19)
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- Indium-catalyzed hydroamination/hydrosilylation of terminal alkynes and aromatic amines through a one-pot, two-step protocol
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We demonstrated that indium tribromide effectively functioned as a single catalyst for two successive steps in a one-pot procedure. First, the hydroamination of alkynes with anilines took place to give the Markovnikov product. Then, hydrosilylation of the imine intermediates by treatment with a hydrosilane substrate afforded the corresponding secondary amines.
- Sakai, Norio,Takahashi, Nobuaki,Ogiwara, Yohei
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supporting information
p. 5078 - 5082
(2014/08/18)
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- Metal-free catalytic hydrogenation of imines with recyclable [2.2]paracyclophane-derived frustrated lewis pairs catalysts
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A series of [2.2]paracyclophane-derived frustrated Lewis pairs (FLPs) with reversible, metal-free hydrogen activation was synthesized and successfully applied in the hydrogenation of imines in moderate to good yields. The high stability of the novel FLP system enables effective recycling of the metal-free catalysts. This reaction could also be compatible with a larger scale and developed into a pharmaceutical synthesis of cinacalcet {(R)-N-[1-(1-naphthyl) ethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine} without heavy metal residues.
- Wang, Guan,Chen, Cheng,Du, Tieqi,Zhong, Weihui
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supporting information
p. 1747 - 1752
(2014/06/09)
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- Comparative hydroamination of aniline and substituted anilines with styrene on different zeolites, triflate based catalysts and their physical mixtures
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Catalytic performances of different zeolites (Beta and mordenites), scandium triflate based catalysts, mesoporous UVM-7 encapsulated scandium triflate and physical mixtures prepared under ultrasound irradiation were evaluated in the hydroamination of aniline and substituted anilines with styrene. The performances of these catalysts were controlled by the type of acidity and strength. Thus, the conversion was mainly controlled by the strength of the acid sites and their accessibility, while the selectivity appeared to be controlled by the Lewis/Br?nsted type of acidity. Lewis acid catalysts directed the reactions mainly to the formation of the Markovnikov adducts while Br?nsted acid catalysts to anti-Markovnikov. Zeolites and scandium triflate led to results very close to those reported in the literature. Among different physical mixtures those of scandium triflate with the mesoporous scandium triflate embedded in a UVM-7 structure provided better conversions with a good selectivity in the Markovnikov adduct. These results were attributed to a better dispersion of scandium triflate during the preparation of physical mixtures.
- Ciobanu,Tirsoaga,Amoros,Beltran,Coman,Parvulescu
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p. 230 - 235
(2014/05/06)
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- Solvent- and catalyst-free direct reductive amination of aldehydes and ketones with Hantzsch ester: Synthesis of secondary and tertiary amines
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A facile and rapid method for the parallel synthesis of a series of secondary and tertiary amines by the direct reductive amination of aldehydes and ketones with Hantzsch ester under solvent- and catalyst-free has been developed. The scope and limitation of this method are described.
- Nguyen, Quynh Pham Bao,Kim, Taek Hyeon
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p. 4938 - 4943
(2013/07/25)
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- Iron-catalyzed C-C bond cleavage and C-N bond formation
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A novel approach for C-N bond formation was developed by iron-catalyzed C-C bond cleavage. Anilines and sulfonamides reacted smoothly with 2-substituted 1,3-diphenylpropane-1,3-diones to afford N-alkylation products, in which the 1,3-dicarbonyl group acts as a leaving group in the presence of an iron catalyst. The reversible C-C bond cleavage plays a driving force to give the thermodynamically stable products. The method is complementary to the previous methods for C-N bond formation. Copyright
- Li, Wenjuan,Zheng, Xiaojian,Li, Zhiping
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p. 181 - 190
(2013/03/13)
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- Iron(iii) tetrakis(pentafluorophenyl)porpholactone catalyzes nitrogen atom transfer to CC and C-H bonds with organic azides
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We have demonstrated that iron porpholactones could be effective catalysts for nitrogen atom transfer reactions such as aziridination of alkenes and amidation of alkanes using organic azides.
- Liang, Lei,Lv, Hongbin,Yu, Yi,Wang, Peng,Zhang, Jun-Long
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supporting information; experimental part
p. 1457 - 1460
(2012/03/22)
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- Sulfonic acid-functionalized ionic liquids as metal-free, efficient and reusable catalysts for direct amination of alcohols
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A series of sulfonic acid-functionalized (SO3H-functionalized) ionic liquids was synthesized and used as metal-free, highly selective and efficient catalysts for the direct amination of alcohols. Notably, the activities of the series of SO3H-functionalized ionic liquids were compared and a 92% isolated yield was obtained using 3-tetradecyl-1-(butyl-4- sulfonyl)imidazolium trifluoromethanesulfonate ([BsTdIM][OTf]) as the catalyst. Importantly, the catalytic system has wide substrate scope including benzylic, allyl, propargylic, aliphatic alcohols with sulfonamide, amide, carbamate, aromatic amine and N-heterocyclic compounds. Interestingly, the system was also suitable for a multi-gram scale direct amination of alcohols. Additionally, the reusable nature of [BsTdIM][OTf] makes this protocol more attractive and avoids the disposal and neutralization of acidic catalysts. Moreover, preliminary experiments indicated that this reaction should proceed via an SN1 pathway. Copyright
- Han, Feng,Yang, Lei,Li, Zhen,Xia, Chungu
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experimental part
p. 1052 - 1060
(2012/05/21)
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- Calcium-catalyzed direct amination of π-activated alcohols
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A calcium-catalyzed direct amination of π-activated alcohols with different nitrogen nucleophiles under very mild reaction conditions is presented. The high reactivity of the calcium catalyst allows for an efficient conversion of secondary and tertiary benzylic and allylic as well as tertiary propargylic alcohols. Nitrogen nucleophiles such as carbamates, tosylamides and anilines are readily alkylated at room temperature.
- Haubenreisser, Stefan,Niggemann, Meike
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supporting information; experimental part
p. 469 - 474
(2011/04/16)
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- Solvent-free amination of secondary benzylic alcohols with N-nucleophiles catalyzed by FeCl3
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A general, simple, and environmentally friendly method for the direct amination of secondary benzyl alcohols with amides or 4-nitroaniline is described. This method has been applied to a variety of substrates, and the reaction proceeded smoothly at room temperature under solvent-free conditions. CbzNH2 was proved to be very useful in the direct preparation of the benzylic amines from corresponding alcohols.
- Yu, Jian-Jun,Wang, Li-Min,Guo, Feng-Lou,Liu, Jin-Qian,Liu, Ying,Jiao, Ning
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experimental part
p. 1609 - 1616
(2011/06/23)
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- FeCl3-catalyzed addition of nitrogen and 1,3-dicarbonyl nucleophiles to olefins
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A direct intermolecular addition of nitrogen and 1,3-dicarbonyl nucleophiles to stabilized double bonds (styrenes, 1,3-dienes, enol-ethers, sugars.) in the presence of green and inexpensive FeCl3 catalyst is described.
- Zotto, Christophe Dal,Michaux, Julien,Zarate-Ruiz, Araceli,Gayon, Eric,Virieux, David,Campagne, Jean-Marc,Terrasson, Vincent,Pieters, Grégory,Gaucher, Anne,Prim, Damien
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experimental part
p. 296 - 304
(2011/02/17)
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- Zinc triflate-catalyzed intermolecular hydroamination of vinylarenes and anilines: Scopes and limitations
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Intermolecular hydroamination of vinylarenes and anilines was studied using zinc triflate as catalyst. NMR experiments supported a Lewis acid activation of the CC double bond. Electronic/steric effect study indicated that Lewis acidity of the catalyst as well as the coordination property of the amine were the governing factors for successful hydroamination of the substrates. More nucleophilic amine would bind more tightly to the central metal, leading to an unproductive coordination. Approach of bulky amine to CC bond would be hindered, and an alternative electrophilic substitution on benzene ring of the amine would become the major reaction. Electrophilic substitution would become predominant when strong electron-donating group is presented on aniline benzene ring.
- Liu, Gong-Qing,Li, Yue-Ming
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experimental part
p. 7168 - 7170
(2012/01/04)
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- [FeIII(F20-tpp)Cl] Is an effective catalyst for nitrene transfer reactions and animation of saturated hydrocarbons with sulfonyl and aryl azides as nitrogen source under thermal and microwave-assisted conditions
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[FeIII(F20-tpp)Cl] (F20tpp = meso- tetrakis(pentafluorophenyl)porphyrinato dianion) is an effective catalyst for imido/nitrene insertion reactions using sulfonyl and aryl azides as nitrogen source. Under thermal conditions, aziridination of aryl and alkyl alkenes (16 examples, 60-95% yields), sulfimidation of sulfides (11 examples, 76-96% yields), allylic amidation/amination of α-methylstyrenes (15 examples, 68-83% yields), and amination of saturated C-H bonds including that of cycloalkanes and adamantane (eight examples, 64-80% yields) can be accomplished by using 2 mol % [FeIII(F20- tpp)Cl] as catalyst. Under microwave irradiation conditions, the reaction time of aziridination (four examples), allylic amination (five examples), sulfimidation (two examples), and amination of saturated C-H bonds (three examples) can be reduced by up to 16fold (24-48 versus 1.5-6 h) without significantly affecting the product yield and substrate conversion.
- Liu, Yungen,Che, Chi-Ming
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experimental part
p. 10494 - 10501
(2010/10/21)
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- Ruthenium porphyrins-catalyzed atom-efficient amination of C-H bonds by arylazides
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Benzylic amines are synthesized in yield up to 90% by the Ru(TPP)CO-catalyzed amination of both exocyclic and endocyclic benzylic C-H bonds. The choice of arylazides as nitrogen sources confers to the methodology a good sustainability due to the formation of molecular nitrogen as the only stoichiometric by-product. A preliminary mechanistic investigation evidenced a critical role of the hydrocarbon concentration to drive the chemoselectivity of the reaction.
- Intrieri, Daniela,Caselli, Alessandro,Ragaini, Fabio,Cenini, Sergio,Gallo, Emma
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experimental part
p. 732 - 740
(2011/11/14)
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- Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions
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Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of (het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Br?nsted acid.
- Patel, Jay P.,Li, An-Hu,Dong, Hanqing,Korlipara, Vijaya L.,Mulvihill, Mark J.
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scheme or table
p. 5975 - 5977
(2010/01/18)
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- Development of highly enantioselective new Lewis basic N-formamide organocatalysts for hydrosilylation of imines with an unprecedented substrate profile
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l-Pipecolinic acid derived N-formamides have been developed as new Lewis basic organocatalysts that promote the asymmetric reduction of N-aryl ketimines using trichlorosilane as the reducing agent. The substituent on N4 of the piperazinyl backbone and the
- Wu, Pengcheng,Wang, Zhouyu,Cheng, Mounuo,Zhou, Li,Sun, Jian
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experimental part
p. 11304 - 11312
(2009/04/06)
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- Nucleophilic substitution reactions of alcohols with use of montmorillonite catalysts as solid Bronsted acids
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(Chemical Equation Presented) We have developed an environmentally benign synthetic approach to nucleophilic substitution reactions of alcohols that minimizes or eliminates the formation of byproducts, resulting in a highly atom-efficient chemical process. Proton- and metal-exchanged montmorillonites (H- and Mn+-mont) were prepared easily by treating Na +-mont with an aqueous solution of hydrogen chloride or metal salt, respectively. The H-mont possessed outstanding catalytic activity for nucleophilic substitution reactions of a variety of alcohols with anilines, because the unique acidity of the H-mont catalyst effectively prevents the neutralization by the basic anilines. In addition, amides, indoles, 1,3-dicarbonyl compounds, and allylsilane act as nucleophiles for the H-mont-catalyzed substitutions of alcohols, which allowed efficient formation of various C-N and C-C bonds. The solid H-mont was reusable without any appreciable loss in its catalytic activity and selectivity. Especially, an Al3+-mont showed high catalytic activity for the α-benzylation of 1,3-dicarbonyl compounds with primary alcohols due to cooperative catalysis between a protonic acid site and a Lewis acidic Al3+ species in its interlayer spaces.
- Motokura, Ken,Nakagiri, Nobuaki,Mizugaki, Tomoo,Ebitani, Kohki,Kaneda, Kiyotomi
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p. 6006 - 6015
(2008/02/10)
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- Intermolecular hydroamination of vinyl arenes using tungstophosphoric acid as a simple and efficient catalyst
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The intermolecular hydroamination of vinyl arene derivatives has been efficiently carried out using a tungstophosphoric acid (TPA) catalyst under solvent free and mild reaction conditions. The present protocol provides an environmentally benign, easy to handle and highly active solid acid catalyst for hydroamination of vinyl arenes. The catalyst yields both hydroamination and hydroarylation products and the selectivity mostly depends on the reaction conditions.
- Seshu Babu,Mohan Reddy,Sai Prasad,Suryanarayana,Lingaiah
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p. 7642 - 7645
(2008/03/14)
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- Intermodular FeCl3-catalyzed hydroamination of styrenes
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Hydroamination reactions of vinylarenes with nonnucleophilic nitrogen derivatives (p-toluenesulfonamide, p-nitroaniline, p-nitrobenzamide, ...) catalyzed by FeCl3 are described. Interestingly, these reactions are catalyzed by an environmentally
- Michaux, Julien,Terrasson, Vincent,Marque, Sylvain,Wehbe, Johny,Prim, Damien,Campagne, Jean-Marc
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p. 2601 - 2603
(2008/02/06)
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- One-pot reductive amination of acetals with aromatic amines using decaborane (B10H14) in methanol
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Aldehyde acetals and ketone ketals were reductively aminated in one pot with aromatic amines to give the corresponding amines in methanol or aqueous methanol in good to high yields. This direct method might be important because acetals and ketals are used as a popular protecting group for aldehyde and ketones. The advantage of our method is effective even in an aqueous solution and in the application to selective reaction.
- Park, Eun Soo,Lee, Ji Hee,Kim, Soo Jung,Yoon, Cheol Min
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p. 3387 - 3396
(2007/10/03)
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- Amination of benzylic C-H bonds by arylazides catalyzed by CoII-porphyrin complexes: A synthetic and mechanistic study
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CoII-porphyrin complexes catalyze the reaction of aromatic azides (ArN3) with hydrocarbons that contain a benzylic group (ArR1R2CH) to give the corresponding amines (ArR1R2C-HAr). When at least one of the R substituents is hydrogen, the catalytic reaction proceeds further to give the imine ArRC=NAr in good yields. The reaction mechanism has been investigated. The reaction proceeds through a reversible coordination of the arylazide to the ConII-porphyrin complex. This unstable adduct can either react with the hydrocarbon in the rate-determining step or decompose by a unimolecular mechanism to afford a putative nitrene complex, which reacts with more azide, but not with the hydrocarbon, to afford the byproduct diaryldiazene. The kinetics of the catalytic reaction have been investigated for a range of azides and substituted toluenes. Arvlazides with electron-withdrawing substituents react at a faster rate and a good correlation is found between the log(k) and the Taft parameters. On the other hand, an excellent correlation between the logarithm of the rate for substituted toluenes relative to that of toluene and a radical parameter (σJJ) alone was found, with no significant contribution by polar parameters. An explanation has been proposed for this anomalous effect and for the very high isotopic effect (kH/kD= 14) found.
- Ragaini, Fabio,Penoni, Andrea,Gallo, Emma,Tollari, Stefano,Li Gotti, Claudia,Lapadula, Marta,Mangioni, Enrica,Cenini, Sergio
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p. 249 - 259
(2007/10/03)
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- A reductive amination of carbonyls with amines using decaborane in methanol
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Aldehydes and ketones were easily converted to the corresponding amines by the reaction of amines in methanol using decaborane (B10H14) at room temperature under nitrogen. The reaction is simple and efficient. The Royal Society of Chemistry 2000.
- Bae, Jong Woo,Lee, Seung Hwan,Cho, Young Jin,Yoon, Cheol Min
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p. 145 - 146
(2007/10/03)
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- Amination of benzylic C-H bonds by aryl azides catalysed by Co(II)(porphyrin) complexes. A new reaction leading to secondary amines and imines
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Co(II)(porphyrin) complexes catalyse the reaction of aromatic azides, ArN3, with hydrocarbons containing a benzylic group, R1R2R3CH, to give the corresponding amines, R1R2R3C-NHAr. When at least one of the R1-R3 substituents is hydrogen, the catalytic reaction proceeds further to give the imines R1R2C=NAr in good yields.
- Cenini,Gallo,Penoni,Ragaini,Tollari
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p. 2265 - 2266
(2007/10/03)
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- Reductive Aminations of Ketones and Aldehydes using Borane-Pyridine
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Borane-pyridine is introduced as a cheap and readily available alternative to sodium cyanotrihydroborate for the purpose of the reductive amination of a wide variety of carbonyl compounds.It does not suffer from the severe toxicity associated with sodium cyanotrihydroborate.
- Pelter, Andrew,Rosser, Richard M.,Mills, Stuart
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p. 717 - 720
(2007/10/02)
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