A facile and general acid-catalyzed deuteration at methyl groups of N-heteroarylmethanes

2017 ◽  
Vol 15 (12) ◽  
pp. 2507-2511 ◽  
Author(s):  
Min Liu ◽  
Xue Chen ◽  
Tieqiao Chen ◽  
Shuang-Feng Yin
Keyword(s):  
Large Scale ◽  
Methyl Groups ◽  
Methyl Group ◽  
General Acid ◽  
Good Potential ◽  
Acid Catalyzed ◽  
Large Scale Synthesis

A general acid-catalyzed deuteration at the methyl group of N-heteroarylmethanes was achieved, which could be conducted at a 500 mmol-scale, showing its good potential for use in large-scale synthesis.

Deuterium exchange of C-methyl protons in lumazine derivatives

1970 ◽  
Vol 48 (2) ◽  
pp. 263-270 ◽  
Author(s):  
J. M. McAndless ◽  
Ross Stewart
Keyword(s):  
Proton Magnetic Resonance ◽  
Proton Magnetic Resonance Spectroscopy ◽  
Acid Catalysis ◽  
Deuterium Exchange ◽  
Base Catalysis ◽  
Resonance Spectroscopy ◽  
Methyl Group ◽  
General Base ◽  
General Acid ◽  
Acid Catalyzed

Proton magnetic resonance spectroscopy has been used to examine the deuterium exchange of the methyl protons in two lumazine derivatives. The exchange occurs at the C-7 methyl group in 6,7,8-trimethyllumazine (2) and at the C-6 methyl group in 1,7-dihydro-6,7,8-trimethyllumazine (3). The former reaction is subject to both general acid- and general base-catalysis but the latter only to general acid-catalysis. Plausible mechanisms for the reactions of both compounds are advanced, involving in the case of 3, acid-catalyzed addition of water across the C6—N5 double bond.

Synthesis, base strength, and prototropic behaviour of a number of alkyllumazines

1985 ◽  
Vol 63 (12) ◽  
pp. 3290-3293 ◽  
Author(s):  
Ross Stewart ◽  
S. J. Gumbley
Keyword(s):  
Sulfuric Acid ◽  
Isotopic Exchange ◽  
The Other ◽  
Methyl Groups ◽  
Hydrogen Atoms ◽  
Methyl Group ◽  
Neutral Compounds ◽  
Protonated Forms ◽  
Base Strength ◽  
Acid Catalyzed

A number of lumazines and 5-deazalumazines containing a methyl group at C-7 have been prepared, their pKBH+ values determined, and measurements made of the rates at which the hydrogen atoms of their 7-methyl groups undergo isotopic exchange in aqueous sulfuric acid. The presence of an alkyl group at N-8 in the protonated forms of these compounds activates the neighbouring methyl group at C-7; the effect is considerably larger than that previously observed for a methyl group at C-6, which is the other neighbouring position. The comparison of methyl and hydrogen at N-8 can be made only for the acid-catalyzed reaction because the structures of the neutral compounds, which take part in the base-catalyzed reaction, are not analogous.

Exogenous Directing Group Free, Ligand-Enabled gamma-C(sp3)–H Arylation of Free Primary Aliphatic Amines and α-Amino Esters

2019 ◽  
Author(s):  
Yongzheng Ding ◽  
Shuai Fan ◽  
Xiaoxi Chen ◽  
yuzhen gao ◽  
Gang Li
Keyword(s):  
Amino Acids ◽  
Large Scale ◽  
Free Ligand ◽  
Aliphatic Amines ◽  
Rapid Synthesis ◽  
Amino Esters ◽  
Directing Group ◽  
Large Scale Synthesis ◽  
Primary Aliphatic Amines

A Pdᴵᴵ-catalyzed, ligand-enabled gamma-C(sp3)–H arylation of free primary aliphatic amines and amino esters without using an exogenous directing group is reported. This reaction is compatible with unhindered free aliphatic amines, and it is also be applicable to the rapid synthesis of biologically and synthetically valuable unnatural α-amino acids. Large scale synthesis is also feasible using this method.<br>

A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

2019 ◽  
Author(s):  
Alyssa Garreau ◽  
Hanyang Zhou ◽  
Michael Young
Keyword(s):  
Carboxylic Acid ◽  
Aromatic Compounds ◽  
Large Scale ◽  
Simplified Approach ◽  
Directing Group ◽  
Large Scale Synthesis

<div>Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.</div>

A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

2019 ◽  
Author(s):  
Alyssa Garreau ◽  
Hanyang Zhou ◽  
Michael Young
Keyword(s):  
Carboxylic Acid ◽  
Aromatic Compounds ◽  
Large Scale ◽  
Simplified Approach ◽  
Directing Group ◽  
Large Scale Synthesis

<div>Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.</div>

Improved and Large-Scale Synthesis of N-methyl-D-aspartic Acid

2015 ◽  
Vol 12 (2) ◽  
pp. 197-201 ◽  
Author(s):  
Liang Xi ◽  
Di Wu ◽  
Hong-You Zhu ◽  
Cong-Hai Zhang ◽  
Yi Jin ◽  
...  
Keyword(s):  
Aspartic Acid ◽  
Large Scale ◽  
Large Scale Synthesis

Large-scale synthesis of copper nanoparticles by chemically controlled reduction for applications of inkjet-printed electronics

2008 ◽  
Vol 19 (41) ◽  
pp. 415604 ◽  
Author(s):  
Youngil Lee ◽  
Jun-rak Choi ◽  
Kwi Jong Lee ◽  
Nathan E Stott ◽  
Donghoon Kim
Keyword(s):  
Copper Nanoparticles ◽  
Large Scale ◽  
Printed Electronics ◽  
Large Scale Synthesis

Large-scale synthesis of ionic liquid [BMIM]Br in a microbore tube

2021 ◽  
Author(s):  
Nirvik Sen ◽  
Sameer Ekhande ◽  
K.K. Singh ◽  
S. Mukhopadhyay ◽  
R.S. Sirsam ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Large Scale ◽  
Large Scale Synthesis

scholarly journals A Facile Urea-Assisted Thermal Decomposition Process of TiO2 Nanoparticles and Their Photocatalytic Activity

Coatings ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 165
Author(s):  
Sandip Madhukar Deshmukh ◽  
Mohaseen S. Tamboli ◽  
Hamid Shaikh ◽  
Santosh B. Babar ◽  
Dipak P. Hiwarale ◽  
...  
Keyword(s):  
Thermal Decomposition ◽  
Photocatalytic Activity ◽  
Tio2 Nanoparticles ◽  
Large Scale ◽  
Ultra Violet ◽  
Tio2 Nps ◽  
Transmission Electron ◽  
Structures And Properties ◽  
Ft Ir ◽  
Large Scale Synthesis

In the present work, we have reported a facile and large-scale synthesis of TiO2 nanoparticles (NPs) through urea-assisted thermal decomposition of titanium oxysulphate. We have successfully synthesized TiO2 NPs by using this effective route with different weight ratios of titanium oxysulphate: urea. The structures and properties of TiO2 NPs were confirmed by scanning electron microscope) (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), fourier transform infrared spectroscopy (FT-IR), ultra violet–visible spectroscopy (UV-vis), and photoluminescence (Pl) techniques. XRD demonstrated that TiO2 NPs holds of anatase crystal phase with crystallizing size 14–19 nm even after heating at 600 °C. TGA, SEM, and TEM images reveal urea’s role, which controls the size, morphology, and aggregation of TiO2 NPs during the thermal decomposition. These TiO2 NPs were employed for photodegradation of Methyl Orange (MO) in the presence of ultraviolet (UV) radiation. An interesting find was that the TiO2 NPs exhibited better photocatalytic activity and excellent recycling stability over several photodegradation cycles. Furthermore, the present method has a great perspective to be used as an efficient method for large-scale synthesis of TiO2 NPs.

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