ChemInform Abstract: A Metal-Free Oxidative Amination of Benzoxazoles with Primary Amines and Ammonia.

ChemInform ◽  
2012 ◽  
Vol 43 (17) ◽  
pp. no-no
Author(s):  
Ulrich Kloeckner ◽  
Nicole M. Weckenmann ◽  
Boris J. Nachtsheim
Keyword(s):  
Primary Amines ◽  
Oxidative Amination ◽  
Metal Free

A Metal-Free Oxidative Amination of Benzoxazoles with Primary Amines and Ammonia

Synlett ◽  
2011 ◽  
Vol 2012 (01) ◽  
pp. 97-100 ◽  
Author(s):  
Boris Nachtsheim ◽  
Ulrich Kloeckner ◽  
Nicole Weckenmann
Keyword(s):  
Primary Amines ◽  
Oxidative Amination ◽  
Metal Free

Acceptorless amine dehydrogenation and transamination using Pd-doped layered double hydroxides

2018 ◽  
Author(s):  
Diana Ainembabazi ◽  
Nan An ◽  
Jinesh Manayil ◽  
Kare Wilson ◽  
Adam Lee ◽  
...  
Keyword(s):  
Layered Double Hydroxides ◽  
Oxidation States ◽  
Secondary Amines ◽  
Primary Amines ◽  
Acid Dissolution ◽  
Oxidative Amination ◽  
Strong Function ◽  
Excellent Activity ◽  
High Yields ◽  
Double Hydroxides

<div> <p>The synthesis, characterization, and activity of Pd-doped layered double hydroxides (Pd-LDHs) for for acceptorless amine dehydrogenation is reported. These multifunctional catalysts comprise Brønsted basic and Lewis acidic surface sites that stabilize Pd species in 0, 2+, and 4+ oxidation states. Pd speciation and corresponding cataytic performance is a strong function of metal loading. Excellent activity is observed for the oxidative transamination of primary amines and acceptorless dehydrogenation of secondary amines to secondary imines using a low Pd loading (0.5 mol%), without the need for oxidants. N-heterocycles, such as indoline, 1,2,3,4-tetrahydroquinoline, and piperidine, are dehydrogenated to the corresponding aromatics with high yields. The relative yields of secondary imines are proportional to the calculated free energy of reaction, while yields for oxidative amination correlate with the electrophilicity of primary imine intermediates. Reversible amine dehydrogenation and imine hydrogenation determine the relative imine:amine selectivity. Poisoning tests evidence that Pd-LDHs operate heterogeneously, with negligible metal leaching; catalysts can be regenerated by acid dissolution and re-precipitation.</p> </div> <br>

scholarly journals Metal-Free Air Oxidation in a Convenient Cascade Approach for the Access to Isoquinoline-1,3,4(2H)-triones

Molecules ◽  
2019 ◽  
Vol 24 (11) ◽  
pp. 2177
Author(s):  
Antonia Di Mola ◽  
Consiglia Tedesco ◽  
Antonio Massa
Keyword(s):  
Heterocyclic Compounds ◽  
Aromatic Ketone ◽  
Primary Amines ◽  
Cascade Process ◽  
Staudinger Reaction ◽  
Caspase Inhibitor ◽  
Air Oxidation ◽  
Metal Free ◽  
Free Air

Herein we describe a very useful application of the readily available trifunctional aromatic ketone methyl-2-(2-bromoacetyl)benzoate in reactions with primary amines. An unexpected in situ air oxidation that follows a cascade process allowed the access to a series of isoquinoline-1,3,4(2H)-triones, a class of heterocyclic compounds of great interest containing an oxygen-rich heterocyclic scaffold. A modification of the original protocol, utilizing a Staudinger reaction in the presence of trimethylphosphine, was necessary for the synthesis of Caspase inhibitor trione with free NH group.

Synthesis of 2-Aryl-5-alkyl-fulleropyrrolidines: Metal-Free-Mediated Reaction of [60]Fullerene with Aromatic Aldehydes and Inactive Primary Amines

2017 ◽  
Vol 82 (16) ◽  
pp. 8617-8627 ◽  
Author(s):  
Meng Zhang ◽  
Hui-Juan Wang ◽  
Fa-Bao Li ◽  
Xin-Xin Zhong ◽  
Yong-Shun Huang ◽  
...  
Keyword(s):  
Aromatic Aldehydes ◽  
Primary Amines ◽  
Metal Free

A general metal-free route towards the synthesis of 1,2,3-triazoles from readily available primary amines and ketones

2016 ◽  
Vol 52 (14) ◽  
pp. 2885-2888 ◽  
Author(s):  
Joice Thomas ◽  
Sampad Jana ◽  
Jubi John ◽  
Sandra Liekens ◽  
Wim Dehaen
Keyword(s):  
Natural Products ◽  
Primary Amines ◽  
Metal Free ◽  
Amino Esters

A metal-free route towards different 1,2,3-triazole heterocycles was accomplished by using inexpensive and readily available ketones and primary amines. This reaction is very general and was extended to functionalize different amino esters, dendrimers and natural products.

Direct and metal-free oxidative amination of sp3 C–H bonds for the construction of 2-hetarylquinazolin-4(3H)-ones

2016 ◽  
Vol 3 (9) ◽  
pp. 1096-1099 ◽  
Author(s):  
Huanhuan Liu ◽  
Tianran Zhai ◽  
Shiteng Ding ◽  
Yalei Hou ◽  
Xiangyu Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
New Method ◽  
Oxidative Amination ◽  
Metal Free ◽  
Mild Conditions

New method for synthesis of 2-hetarylquinazolin-4(3H)-ones from 2-aminobenzamides and (2-azaaryl)methanes under transition-metal free conditions, featuring a wide substrate scope with a broad range of functional group tolerance under mild conditions.

Decarboxylative dipropargylation of primary amines with propiolic acids and formaldehyde via metal-free coupling

Tetrahedron ◽  
2015 ◽  
Vol 71 (18) ◽  
pp. 2724-2728 ◽  
Author(s):  
Huihui Jia ◽  
Huangdi Feng ◽  
Zhihua Sun
Keyword(s):  
Primary Amines ◽  
Metal Free

Mild Access to N-Formylation of Primary Amines using Ethers as C1 Synthons under Metal-Free Conditions

2018 ◽  
Vol 360 (20) ◽  
pp. 3960-3968 ◽  
Author(s):  
Mohana Reddy Mutra ◽  
Ganesh Kumar Dhandabani ◽  
Jeh-Jeng Wang
Keyword(s):  
Primary Amines ◽  
Metal Free
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