ChemInform Abstract: The Copper-Catalyzed Aerobic Oxidative Amidation of Tertiary Amines.

ChemInform ◽  
2016 ◽  
Vol 47 (17) ◽  
Author(s):  
Hui-Cheng Cheng ◽  
Wen-Jun Hou ◽  
Zeng-Wen Li ◽  
Ming-Yu Liu ◽  
Bing-Tao Guan
Keyword(s):  
Tertiary Amines ◽  
Oxidative Amidation

ChemInform Abstract: nBu4NI-Catalyzed Oxidative Amidation of Aldehydes with Tertiary Amines.

ChemInform ◽  
2014 ◽  
Vol 45 (12) ◽  
pp. no-no
Author(s):  
Shan Wang ◽  
Jian Wang ◽  
Rui Guo ◽  
Gao Wang ◽  
Shan-Yong Chen ◽  
...  
Keyword(s):  
Tertiary Amines ◽  
Oxidative Amidation

Iron-Catalyzed Oxidative Amidation of Tertiary Amines with Aldehydes

2012 ◽  
Vol 19 (1) ◽  
pp. 82-86 ◽  
Author(s):  
Yuanming Li ◽  
Fan Jia ◽  
Zhiping Li
Keyword(s):  
Tertiary Amines ◽  
Oxidative Amidation

ChemInform Abstract: Iron-Catalyzed Oxidative Amidation of Tertiary Amines with Aldehydes.

ChemInform ◽  
2013 ◽  
Vol 44 (20) ◽  
pp. no-no
Author(s):  
Yuanming Li ◽  
Fan Jia ◽  
Zhiping Li
Keyword(s):  
Tertiary Amines ◽  
Oxidative Amidation

The copper-catalyzed aerobic oxidative amidation of tertiary amines

2015 ◽  
Vol 51 (99) ◽  
pp. 17596-17599 ◽  
Author(s):  
Hui-Cheng Cheng ◽  
Wen-Jun Hou ◽  
Zeng-Wen Li ◽  
Ming-Yu Liu ◽  
Bing-Tao Guan
Keyword(s):  
Efficient Method ◽  
Tertiary Amines ◽  
Oxidative Amidation ◽  
Tertiary Amides

A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines.

nBu4NI-catalyzed oxidative amidation of aldehydes with tertiary amines

2013 ◽  
Vol 54 (46) ◽  
pp. 6233-6236 ◽  
Author(s):  
Shan Wang ◽  
Jian Wang ◽  
Rui Guo ◽  
Gao Wang ◽  
Shan-Yong Chen ◽  
...  
Keyword(s):  
Tertiary Amines ◽  
Oxidative Amidation

Iron-catalyzed aerobic oxidative amidation of tertiary amines with carboxylic acids

2015 ◽  
Vol 58 (8) ◽  
pp. 1310-1315 ◽  
Author(s):  
Lina Ma ◽  
Yuanming Li ◽  
Zhiping Li
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amines ◽  
Oxidative Amidation

Mechanistic Insights into Fe Catalyzed α-C-H Oxidations of Tertiary Amines

2019 ◽  
Author(s):  
Christopher J. Legacy ◽  
Frederick T. Greenaway ◽  
Marion Emmert
Keyword(s):  
Free Radical ◽  
Catalytic Mechanism ◽  
Catalyst System ◽  
Oxidation Products ◽  
Tertiary Amines ◽  
Catalyst Activation ◽  
Rate Determining Step ◽  
Fe Catalyst ◽  
Ligand Coordination ◽  
Rate Kinetics

We report detailed mechanistic investigations of an iron-based catalyst system, which allows the α-C-H oxidation of a wide variety of amines, including acyclic tertiary aliphatic amines, to afford dealkylated or amide products. In contrast to other catalysts that affect α-C-H oxidations of tertiary amines, the system under investigation employs exclusively peroxy esters as oxidants. More common oxidants (e.g. tBuOOH) previously reported to affect amine oxidations via free radical pathways do not provide amine α-C-H oxidation products in combination with the herein described catalyst system. Motivated by this difference in reactivity to more common free radical systems, the investigations described herein employ initial rate kinetics, kinetic profiling, Eyring studies, kinetic isotope effect studies, Hammett studies, ligand coordination studies, and EPR studies to shed light on the Fe catalyst system. The obtained data suggest that the catalytic mechanism proceeds through C-H abstraction at a coordinated substrate molecule. This rate-determining step occurs either at an Fe(IV) oxo pathway or a 2-electron pathway at a Fe(II) intermediate with bound oxidant. We further show via kinetic profiling and EPR studies that catalyst activation follows a radical pathway, which is initiated by hydrolysis of PhCO3 tBu to tBuOOH in the reaction mixture. Overall, the obtained mechanistic data support a non-classical, Fe catalyzed pathway that requires substrate binding, thus inducing selectivity for α-C-H functionalization.<br>

Heterogeneous Bimetallic Pt-Sn/γ-Al2O3 Catalyzed N-Alkylation of Amines: Ef-ficient Synthesis of Secondary and Tertiary Amines

2013 ◽  
Vol 33 (4) ◽  
pp. 717-722 ◽  
Author(s):  
Wei HE ◽  
Songbo HE ◽  
Chenglin SUN ◽  
Kaikai WU ◽  
Liandi WANG ◽  
...  
Keyword(s):  
Tertiary Amines
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