74879-98-4Relevant academic research and scientific papers
Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Alkenes with Tertiary Amines
Geik, Dennis,Rosien, Michael,Bielefeld, Jens,Schmidtmann, Marc,Doye, Sven
supporting information, p. 9936 - 9940 (2021/03/31)
The first cationic titanium catalyst system for the intermolecular hydroaminoalkylation of alkenes with various tertiary alkylamines is presented. Corresponding reactions which involve the addition of the α-C?H bond of a tertiary amine across the C?C double bond of an alkene take place at temperatures close to room temperature with excellent regioselectivity to deliver the branched products exclusively. Interestingly, for selected amines, α-C?H bond activation occurs not only at N-methyl but also at N-methylene groups.
Scandium-catalysed intermolecular hydroaminoalkylation of olefins with aliphatic tertiary amines
Nako, Adi E.,Oyamada, Juzo,Nishiura, Masayoshi,Hou, Zhaomin
, p. 6429 - 6434 (2016/09/28)
A homoleptic scandium trialkyl complex in combination with a borate compound served as an excellent catalyst for the C-H addition of aliphatic tertiary amines to olefins. This highly regiospecific, 100% atom efficient C-H bond alkylation reaction was applicable to a wide variety of tertiary amines and olefins, including functionalised styrenes and unactivated α-olefins. This work represents the first example of rare-earth catalysed olefin hydroaminoalkylation and also the first example of catalytic C-H addition of aliphatic tertiary amines to olefins with any catalyst.
From Internal Olefins to Linear Amines: Ruthenium-Catalyzed Domino Water-Gas Shift/Hydroaminomethylation Sequence
Liu, Jie,Kubis, Christoph,Franke, Robert,Jackstell, Ralf,Beller, Matthias
, p. 907 - 912 (2016/02/18)
A selective ruthenium-catalyzed water-gas shift/hydroformylation of internal olefins and olefin mixtures is reported. This novel domino reaction takes place through a catalytic water-gas shift reaction, subsequent olefin isomerization, followed by hydrofo
Phosphine- and hydrogen-free: Highly regioselective ruthenium-catalyzed hydroaminomethylation of olefins
Gülak, Samet,Wu, Lipeng,Liu, Qiang,Franke, Robert,Jackstell, Ralf,Beller, Matthias
supporting information, p. 7320 - 7323 (2014/07/21)
A highly regioselective ruthenium-catalyzed hydroaminomethylation of olefins is reported. Using easily available trirutheniumdodecacarbonyl an efficient sequence consisting of a water-gas shift reaction, hydroformylation of olefins, with subsequent imine or enamine formation and final reduction is realized. This novel procedure is highly practical (ligand-free, one pot) and economic (low catalyst loading and inexpensive metal). Bulk industrial as well as functionalized olefins react with various amines to give the corresponding tertiary amines generally in high yields (up to 92), excellent regioselectivities (n/iso>99:1), and full chemoselectivity in favor of terminal olefins.
Efficient and regioselective ruthenium-catalyzed hydro-aminomethylation of olefins
Wu, Lipeng,Fleischer, Ivana,Jackstell, Ralf,Beller, Matthias
supporting information, p. 3989 - 3996 (2013/04/10)
An efficient and regioselective ruthenium-catalyzed hydroaminomethlyation of olefins is reported. Key to success is the use of specific 2-phosphino-substituted imidazole ligands and triruthenium dodecacarbonyl as catalyst. Both industrially important alip
Selective hydroaminomethylation of olefins using simple and efficient Rh-phosphinite complex catalyst
Khan, Shoeb R.,Bhanage, Bhalchandra M.
, p. 711 - 715 (2013/12/04)
Hydroaminomethylation of various olefins with primary and secondary amines was carried out using a simple and efficient rhodium-phosphinite complex catalyst. The influence of various reaction parameters including the effects of temperature, pressure, catalyst loading, time and solvents has been investigated. The present protocol is general with wider substrate applicability for the synthesis of an important class of aliphatic amines and arylethylamines. High activity and selectivity for amines was achieved with a very good substrate/catalyst molar ratio (turnover number 2500) under mild reaction conditions. Copyright
Amines made easily: A highly selective hydroaminomethylation of olefins
Ahmed, Moballigh,Seayad, Abdul Majeed,Jackstell, Ralf,Beller, Matthias
, p. 10311 - 10318 (2007/10/03)
A highly chemo- and regioselective hydroaminomethylation of simple as well as functionalized α-olefins using a cationic rhodium precatalyst together with Xantphos as ligand is reported. Studies of the influence of ligands and reaction conditions led to an unprecedented selective hydroaminomethylation procedure. The novel procedure constitutes an economically attractive and environmentally favorable synthesis of secondary and tertiary aliphatic amines.
Process for the preparation of morpholine and piperidine derivatives
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, (2008/06/13)
The invention relates to an improved process for the preparation of fungicidally active compounds of the formula STR1 wherein R1 and R2 individually are lower alkyl of from 1 to 4 carbons or halo-(lower alkyl) of from 1 to 4 carbons or R1 and R2 together with the carbon to which they are attached form a 3 to 7 membered cycloalkyl ring or lower alkyl-substituted cycloalkyl of from 4 to 9 carbons, R3, R4 and R5 individually are hydrogen or lower alkyl of from 1 to 4 carbons and X is methylene or oxygen, and salts of those compounds which are basic. The improved process comprises the reaction of a compound of the formula, STR2 wherein R3, R4, R5 and X have the significance given hereinabove, with a compound which forms a carbonium ion of the formula STR3 wherein R1 and R2 have the significance as given hereinabove.
