27640-12-6Relevant articles and documents
Atomically dispersed Rh on hydroxyapatite as an effective catalyst for tandem hydroaminomethylation of olefins
Gun, Gong,Li, Liusha,Li, Xiao,Lin, Tiejun,Qin, Tingting,Zhong, Liangshu
, (2021/07/07)
Tandem hydroaminomethylation is an efficient and green route for one-pot synthesis of amines directly from olefins. Herein, heterogeneous hydroxyapatite (HAP) supported single-atom Rh catalyst was prepared and used for tandem hydroaminomethylation of olefins. Characterization techniques confirmed the atomic dispersion of Rh species on HAP. Up to 99% conversion of 1-hexene with high selectivity to the desired amines (93.2%) was obtained over 0.5Rh1/HAP catalyst. Mechanism study demonstrated that the first hydroformylation step during the tandem catalytic process was rate-determining. Compared with the Rh nanoparticles on other oxide supports (Mg3Al, MgO and Al2O3), the atomically dispersed Rh sites on HAP ensured the high hydroformylation activity, thereby guaranteed the outstanding catalytic performance for the total tandem process. Furthermore, various corresponding amines can be obtained with satisfactory yields over 0.5Rh1/HAP catalyst from a wide scope of olefins or amines substrates.
Method for reducing thioamide compound
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Paragraph 0027; 0068-0070, (2017/10/07)
The invention provides a method for reducing a thioamide compound. The method comprises: at 80 DEG C and under nitrogen protection, taking thioamide as a substrate, adding ditert-butoxyazide (TBHN) and 4-dimethylamino pyridine borane complex (DMAP-BH3) as radical initiators, adding a catalytic amount of thiophenol, and performing stirring in acetonitrile for a proper time to obtain corresponding amine. The same conversion can be achieved by taking triethylborane/oxygen as an initiator at 25 DEG C. The reaction is non-toxic, and is mild in reaction condition, convenient to operate, good in function group tolerance, short in reaction time, and high in efficiency.
Copper-catalyzed oxygen atom transfer of N-oxides leading to a facile deoxygenation procedure applicable to both heterocyclic and amine N-oxides
Jeong, Jisu,Lee, Donggun,Chang, Sukbok
supporting information, p. 7035 - 7038 (2015/04/22)
Deoxygenation of various types of N-oxides including both heterocyclic and alkyl(aryl)amine derivatives has successfully been developed by the copper-catalyzed oxygen atom transfer using diazo compounds as the oxygen acceptor. The reaction proceeds smoothly over a broad range of substrates with excellent functional group tolerance under mild conditions. This journal is
Visible light-mediated dehydrogenative β-arylsulfonylation of tertiary aliphatic amines with arylsulfonyl chlorides
Chen, Min,Huang, Zhi-Tang,Zheng, Qi-Yu
supporting information, p. 9337 - 9340 (2015/02/19)
The novel synthesis of β-arylsulfonyl enamines has been achieved by visible light-mediated dehydrogenative arylsulfonylation of tertiary aliphatic amines with arylsulfonyl chlorides in moderate yield. This journal is
Rhodium-catalyzed highly regioselective hydroaminomethylation of styrenes with tetraphosphorus ligands
Li, Shengkun,Huang, Kexuan,Zhang, Jiwen,Wu, Wenjun,Zhang, Xumu
supporting information, p. 3078 - 3081 (2013/07/26)
The highly linear-selective hydroaminomethylation of styrenes is very challenging. Herein, an efficient, highly chemoselective, and linear-selective hydroaminomethylation (l/b up to >99:1) of styrenes using Rh(nbd) 2SbF6 with a pyrrole-based 3,3′,5,5′- substituted tetraphosphorus ligand is documented. This is in sharp contrast to other available processes leading to branched amines and provides a novel atom economic approach to 3-arylpropylamines.
A convenient and general reduction of amides to amines with low-valent titanium
Zhang, Tongxin,Zhang, Yan,Zhang, Weixi,Luo, Meiming
supporting information, p. 2775 - 2780 (2014/03/21)
Low-valent titanium readily prepared in situ from TiCl4 and Mg powder in THF is found to be an active agent for the reduction of amides which were previously considered to be inert towards low-valent titanium. The reaction proceeds under very mild conditions, and is applicable to all types of amides, primary, secondary and tertiary, to produce the corresponding amines in good to excellent yields. This new finding provides a practical, convenient and general method for the important transformation of amides to amines. A plausible reaction mechanism is proposed.
Reductive amination of aldehydes using aminoboranes as iminium ion generators
Suginome, Michinori,Tanaka, Yusuke,Hasui, Tomoaki
, p. 1047 - 1050 (2007/10/03)
2-Dialkylamino-4H-1,3,2-benzodioxaborins, salicyl alcohol derived aminoboranes, serve as efficient and mild iminium ion generators in the reductive animation of aldehydes with NaBH4. Using a diisopropylamino derivative, a variety of amines including secondary and primary amines, and ammonia can participate to the reductive amination in aprotic organic solvents without the use of acidic promoters. Georg Thieme Verlag Stuttgart.
Aminoborohydrides. 14. Lithium aminoborohydrides in the selective reduction or amination of alkyl methanesulfonate esters
Thomas, Shannon,Huynh, Tai,Enriquez-Rios, Vanessa,Singaram, Bakthan
, p. 3915 - 3918 (2007/10/03)
formula presented Lithium aminoborohydride (LAB) reagents initiate the amination or reduction of alkyl methanesulfonate esters, as dictated by reaction conditions. Alkyl methanesulfonate esters treated with unhindered LABs provide tertiary amines in excellent yield. Reduction to the corresponding alkane is achieved using a hindered LAB reagent or by forming the highly reactive Super-Hydride reagent in situ using LAB and a catalytic amount of triethylborane. The reduction methodology disclosed herein is a safe and convenient alternative to existing synthetic methods.
Lewis acid-catalyzed reductive amination of carbonyl compounds with aminohydrosilanes
Miura,Ootsuka,Suda,Nishikori,Hosomi
, p. 1617 - 1619 (2007/10/03)
The TiCl4-catalyzed reaction of aromatic carbonyl compounds with (dialkylamino)dimethylsilanes gave tertiary amines in moderate to high yields. The reductive amination of aliphatic aldehydes was effectively catalyzed by ZnI2. Methyl
Zwitterionic rhodium complex catalyzed hydroaminomethylation of arylethylenes
Lin, Yong-Shou,El Ali, Bassam,Alper, Howard
, p. 2423 - 2425 (2007/10/03)
The hydroaminomethylation of arylethylenes can be achieved in high regioselectivity using the zwitterionic rhodium complex [Rh+(cod)(η6-PhBPh3)-] (1) as the catalyst under relatively mild conditions.
