- 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 0186; 0187; 0188
(2016/10/07)
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- A Lewis acid palladium(II)-catalyzed three-component synthesis of α-substituted amides
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A Lewis acid palladium-catalyzed reaction of amides, aryl aldehydes, and arylboronic acids is described. This new method allows for a practical and general synthesis of α-substituted amides from simple, readily available building blocks.
- Beisel, Tamara,Manolikakes, Georg
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supporting information
p. 6046 - 6049
(2014/01/06)
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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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- Cobalt-catalyzed benzylic C-H amination via dehydrogenative-coupling reaction
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An efficient direct benzylic C-H amination via dehydrogenative-coupling by using an inexpensive catalyst/oxidant (CoBr2/tBuOO tBu) system is described. Various unmodified amides including primary or secondary sulfonamides, carboxamides, and carbamates preformed well with benzylic hydrocarbons with moderate to good yields.
- Ye, Yang-Hong,Zhang, Ji,Wang, Gao,Chen, Shan-Yong,Yu, Xiao-Qi
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supporting information; experimental part
p. 4649 - 4654
(2011/06/27)
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- Rhodium-catalyzed arylation of α-amido sulfones with arylboronic acids in a water-toluene biphasic system
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An efficient method for the synthesis of N-protected diaryl-methyl-amines was developed through a rhodium-catalyzed arylation of α-amido sulfones with arylboronic acids in a water-toluene biphasic system. The use of a base combined with a surfactant playe
- Dou, Xiao-Yong,Shuai, Qi,He, Liang-Nian,Li, Chao-Jun
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experimental part
p. 284 - 287
(2011/06/20)
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- Amberlyst-15 in ionic liquid: An efficient and recyclable reagent for nucleophilic substitution of alcohols and hydroamination of alkenes
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The nucleophilic substitution reaction of secondary alcohols and hydroamination of alkenes with amides, sulfonamides, carbamates, and amines using Amberlyst-15 immobilized in [Bmim][BF4] (1-butyl-3- methylimidazolium tetrafluoroborate) ionic liquid as an efficient recyclable reagent is described. The solvent effect is prominent in the reaction, and the desired substitution products are obtained in good to excellent yield. The protocol is advantageous due to the ease of handling of the reagents, the simple work-up procedure, and the environmentally benign conditions that allow effective recyclability. A facile protocol involving Amberlyst-15 in the ionic liquid [Bmim][BF4] (= 1-butyl-3-methylimidazolium tetrafluoroborate) has been developed for nucleophilic substitution of alcohols and hydroamination of alkenes.
- Qureshi, Ziyauddin S.,Deshmukh, Krishna M.,Tambade, Pawan J.,Dhake, Kishor P.,Bhanage, Bhalchandra M.
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experimental part
p. 6233 - 6238
(2010/12/25)
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- Syntheses, Structures, and Properties of 1,1-Dialkoxy-2-azapropenylium Salts
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1,1-Dialkoxy-2-azapropenylium salts 1 were synthesized by alkylation at the oxygen atom of N-methylenecarbamates 4 with trialkyloxonium salts 5, in cases, where steric hindrance makes N-alkylation difficult (4a); otherwise the iminium salts 6 are formed p
- Krestel, Magda,Kupfer, Rainer,Allmann, Rudolf,Wuerthwein, Ernst-Ulrich
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p. 1271 - 1280
(2007/10/02)
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- Fragmentation of Ketazines with Sodium in Dry Dioxane
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The reaction of sodium with benzophenoneazines (Ia-d) in dry dioxane followed by treatment with ethyl chloroformate gives ethyl N-diarylmethylurethanes (IIa-d) in high yields.The products have been characterized on the basis of elemental analysis, IR and PMR spectral data and the identity confirmed by comparison with authentic samples.
- Mehrotra, K. N.,Joshi, S. C.
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p. 794 - 795
(2007/10/02)
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