10359-18-9Relevant articles and documents
Reductive amination of acetals by anilines in the presence of triethylsilane and iodine
Zhang, Xue-Lin,Yu, Pan,Wu, Yong-Wei,Wu, Qin-Pei,Zhang, Qing-Shan
, p. 261 - 264 (2014)
A mild and efficient method for N-alkylation of aromatic amines with various acetals such as aryl, alkyl, cyclic and acyclic acetals was developed. A number of aromatic amines bearing electron-donating or electron-withdrawing substituents were directly alkylated by acetals with excellent yields. The method uses a catalytic amount of I2 and triethylsilane as the hydride source without a metal present. Monoalkylation with excellent chemoselectivity was observed.
N-alkylation of amines with alcohols catalyzed by a water-soluble cp*iridium complex: An efficient method for the synthesis of amines in aqueous media
Kawahara, Ryoko,Fujita, Ken-Ichi,Yamaguchi, Ryohei
, p. 1161 - 1168 (2011)
An efficient and environmentally benign catalytic system for the synthesis of various organic amines catalyzed by the water-soluble and air-stable (pentamethylcyclopentadienyl)-iridium-ammine iod- ide complex, [Cp*Ir(NH3)3][I]2 (Cp= pentamethylcyclopentadienyl), has been developed. A wide variety of secondary and tertiary amines were synthesized by the N-alkylation reactions of theoretical equivalents of amines with alcohols in water under air without a base. The synthesis of cyclic amines was also achieved by the N-alkylation of benzylamine with diols. Furthermore, the recycle use of the present water-soluble Cp*Ir catalyst was accomplished. Copyright
Br?nsted Acid-Catalyzed Transfer Hydrogenation of Imines and Alkenes Using Cyclohexa-1,4-dienes as Dihydrogen Surrogates
Chatterjee, Indranil,Oestreich, Martin
, p. 2463 - 2466 (2016)
Cyclohexa-1,4-dienes are introduced to Br?nsted acid-catalyzed transfer hydrogenation as an alternative to the widely used Hantzsch dihydropyridines. While these hydrocarbon-based dihydrogen surrogates do offer little advantage over established protocols in imine reduction as well as reductive amination, their use enables the previously unprecedented transfer hydrogenation of structurally and electronically unbiased 1,1-di- and trisubstituted alkenes. The mild procedure requires 5.0 mol % of Tf2NH, but the less acidic sulfonic acids TfOH and TsOH work equally well.
Sodium borohydride on wet clay: Solvent-free reductive amination of carbonyl compounds using microwaves
Varma, Rajender S.,Dahiya, Rajender
, p. 6293 - 6298 (1998)
A solvent-flee reductive amination of carbonyl compounds by wet montmorillonite K 10 clay supported sodium borohydride is described; microwave irradiation facilitates the procedure.
An efficient catalytic reductive amination: A facile one-pot access to 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-ones by using B(C 6 F 5 ) 3 /NaBH 4
Nagarsenkar, Atulya,Prajapti, Santosh Kumar,Babu, Bathini Nagendra
, p. 711 - 716 (2015)
An efficient combination of B(C6F5)3 and NaBH4 was developed for direct reductive amination of aldehydes. A wide range of functional groups such as ester, nitro, nitrile, halogen, alkene, heterocycles were tolerated. Also, acid sensitive protecting groups like TBDMS and TBDPS were not affected. In addition, the present methodology was extended for tandem amination-amidation of 3-formyl-indole-2-carboxylic acids with substituted anilines to afford 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-ones. [Figure not available: see fulltext.]
A novel one-pot reductive amination of aldehydes and ketones with lithium perchlorate and zirconium borohydride-piperazine complexes
Heydari, Akbar,Khaksar, Samad,Esfandyari, Maryam,Tajbakhsh, Mahmoud
, p. 3363 - 3366 (2007)
A novel, one-pot reductive mono-alkylation method of amines (primary and secondary), 1,2-phenylenediamine, O-trimethylsilylhydroxylamine, and N,N-dimethylhydrazine was developed using LiClO4 (5 mol %) as a source for in situ generation of imine
One-pot reductive amination of carbonyl compounds using sodium borohydride-amberlyst 15
Alinezhad, Heshmatollah,Tajbakhsh, Mahmood,Mahdavi, Nastaran
, p. 951 - 956 (2010)
A fast, efficient, and high-yielding method for the preparation of amines by reductive amination of aldehydes and ketones using sodium borohydride in the presence of Amberlyst 15 in tetrahydrofuran and under solvent-free conditions at room temperature is described.
Reactivity of B-Xanthyl N-Heterocyclic Carbene-Boranes
Vallet, Anne-Laure,Telitel, Sofia,Lalevée, Jacques,Lac?te, Emmanuel
, (2019)
The synthesis and reactivity of mono- and bis-S-xanthyl NHC-boranes is reported. The new NHC-boranes are prepared through nucleophilic exchange at boron from either mono- or bis-triflyl NHC-boranes, themselves obtained by protolysis of the NHC-BH3/s
A novel method for the reduction of imines using the system silane/MoO 2Cl2
Fernandes, Ana C.,Rom?o, Carlos C.
, p. 8881 - 8883 (2005)
A novel catalytic system, silane/MoO2Cl2 (10 mol %), for the reduction of imines in excellent to moderate yields and chemoselectivity was designed. These results extend the scope of the use of MoO 2Cl2 as an eff
Conversion of alcohols into N-alkyl anilines via an indirect aza-Wittig reaction
Cami-Kobeci, Gerta,Williams, Jonathan M. J.
, p. 1072 - 1073 (2004)
Iridium catalysed oxidation of alcohols provides the aldehydes required for in situ aza-Wittig reactions and the so-formed imines are reduced to amines under the reaction conditions.
