Five-Membered N- and O-Heterocycles by Dimethyl Carbonate Chemistry

2014 ◽  
pp. 218-231
ChemSusChem ◽  
2016 ◽  
Vol 10 (1) ◽  
pp. 53-57 ◽  
Author(s):  
F. Aricò ◽  
A. S. Aldoshin ◽  
P. Tundo

2001 ◽  
Vol 73 (7) ◽  
pp. 1117-1124 ◽  
Author(s):  
Pietro Tundo

Dimethylcarbonate (DMC) is a valuable methylating reagent which can replace methyl halides and dimethylsulfate in the methylation of a variety of nucleophiles. It couples tunable reactivity and unprecedented selectivity toward mono-C- and mono-N-methylation in the reactions of acidic CH2 and primary aromatic amines, respectively. In addition, it is a prototype example of a green reagent, since it is nontoxic, made by a clean process, and biodegradable, and it reacts in the presence of a catalytic amount of base thereby avoiding the formation of undesirable inorganic salts as by-products. Other remarkable reactions are those where DMC behaves as an oxidant: cyclic ketones are transformed into a,w-dimethyl esters with a reaction of atom efficiency of 1.0.


2012 ◽  
Vol 14 (1) ◽  
pp. 58-61 ◽  
Author(s):  
Fabio Aricò ◽  
Umberto Toniolo ◽  
Pietro Tundo

ChemInform ◽  
2012 ◽  
Vol 43 (25) ◽  
pp. no-no
Author(s):  
Fabio Arico ◽  
Umberto Toniolo ◽  
Pietro Tundo

2018 ◽  
Vol 601 ◽  
pp. 59-76
Author(s):  
MM White ◽  
DT Drapeau ◽  
LC Lubelczyk ◽  
VC Abel ◽  
BC Bowler ◽  
...  

2018 ◽  
Author(s):  
Sreerangappa Ramesh ◽  
Kiran Indukuri ◽  
Olivier Riant ◽  
Damien Debecker

<p>Sodium aluminate is presented as a highly active heterogeneous catalyst able to convert a range of alcohols into the corresponding mixed carbonate esters, in high yield and under green conditions. The reaction is carried out using dimethyl carbonate both as a reactant and solvent, at 90°C. Allylic, aliphatic and aromatic alcohols are converted in good yields. The solid catalyst is shown to be truly heterogeneous, resistant to leaching, and recyclable. </p>


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