10108-56-2Relevant articles and documents
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Kruse,C.W.,Kleinschmidt,R.F.
, p. 213 - 216 (1961)
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A novel strategy for N-alkylation of primary amines+
Srivastava, Sanjay K.,Chauhan, Prem Man Singh,Bhaduri, Amiya P.
, p. 2085 - 2091 (1999)
N-alkylation of primary amines has been carried out with alkylbromide using commercial Me2SO and K2CO3 as a base. This process offers a method of selection for obtaining either mono or dialkyl amines.
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Baltzly,Kauder
, p. 173,174, 176 (1951)
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SYNTHETIC APPLICATION OF AMINOSILANES. SELECTIVE FORMATION OF SECONDARY AMINES WITH AMINOSILANES
Ando, Wataru,Tsumaki, Hidetoshi
, p. 693 - 694 (1981)
Aminosilanes readily react with alkyl halides in the presence of sodium methoxide under mild conditions to give N-alkylamines in good yields.
Highly Efficient and Selective N-Alkylation of Amines with Alcohols Catalyzed by in Situ Rehydrated Titanium Hydroxide
Khodakov, Andrei Y.,Kusema, Bright T.,Niu, Feng,Ordomsky, Vitaly V.,Wang, Qiyan,Yan, Zhen
, p. 3404 - 3414 (2020)
Catalytic N-alkylation of amines by alcohols to produce desired amines is an important catalytic reaction in industry. Various noble-metal-based homogeneous and heterogeneous catalysts have been reported for this process. The development of cheap non-noble-metal heterogeneous catalysts for the N-alkylation reaction would be highly desirable. Hereby, we propose the N-alkylation of amines by alcohols over a cheap and efficient heterogeneous catalyst-titanium hydroxide. This catalyst provides a selectivity higher than 90% to secondary amines for functionalized aromatic and aliphatic alcohols and amines with high catalytic activity and stability. Mild Br?nsted acidity formed by the continuous rehydration of Lewis acidity excludes the side reactions and deactivation by adsorbed species. The mechanism of the reaction involves dehydration of alcohols to ethers with subsequent C-O bond cleavage by amine with the formation of secondary amine and recovery of alcohol.
Diethylsilane as a Powerful Reagent in Au Nanoparticle-Catalyzed Reductive Transformations
Louka, Anastasia,Kidonakis, Marios,Saridakis, Iakovos,Zantioti-Chatzouda, Elisavet-Maria,Stratakis, Manolis
, p. 3508 - 3514 (2020/06/02)
Diethylsilane (Et2SiH2), a simple and readily available dihydrosilane, that exhibits superior reactivity, as compared to monohydrosilanes, in a series of reductive transformations catalyzed by recyclable and reusable Au nanoparticles (1 mol-%) supported on TiO2. It reduces aldehydes or ketones almost instantaneously at ambient conditions. It can be used in a one pot rapid reductive amination procedure, in which premixing of aldehyde and amine is required prior to the addition of the reducing agent and the catalyst, even in a protic solvent. An unprecedented method for the synthesis of N-arylisoindolines is also shown in the reductive amination between o-phthalaldehyde and anilines. In this transformation, it is proposed that the intermediate N,2-diphenylisoindolin-1-imines are reduced stepwise to the isoindolines. Finally, Et2SiH2 readily reduces amides into amines in excellent yields and shorter reaction times relative to previously known analogous nano Au(0)-catalyzed protocols.
Recyclable cobalt(0) nanoparticle catalysts for hydrogenations
Büschelberger, Philipp,Reyes-Rodriguez, Efrain,Sch?ttle, Christian,Treptow, Jens,Feldmann, Claus,Jacobi Von Wangelin, Axel,Wolf, Robert
, p. 2648 - 2653 (2018/05/30)
The search for new hydrogenation catalysts that replace noble metals is largely driven by sustainability concerns and the distinct mechanistic features of 3d transition metals. Several combinations of cobalt precursors and specific ligands in the presence of reductants or under high-thermal conditions were reported to provide active hydrogenation catalysts. This study reports a new method of preparation of small, monodisperse Co(0) nanoparticles (3-4 nm) from the reduction of commercial CoCl2 in the absence of ligands or surfactants. High catalytic activity was observed in hydrogenations of alkenes, alkynes, imines, and heteroarenes (2-20 bar H2). The magnetic properties enabled catalyst separation and multiple recyclings.