Green organic syntheses: organic carbonates as methylating agents |
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Authors: | Tundo Pietro Perosa Alvise |
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Institution: | Dipartimento di Scienze Ambientali, Università Ca' Foscari, Dorsoduro 2137-30123, Venezia, Italy. tundop@unive.it |
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Abstract: | Dimethylcarbonate (DMC) is a valuable methylating reagent that can replace methyl halides and dimethylsulfate in the methylation of a variety of nucleophiles. It couples tunable reactivity and unprecedented selectivity towards mono-C- and mono-N-methylation. In addition, it is a prototype example of a green reagent, because it is nontoxic, is made by a clean process, is biodegradable, and reacts in the presence of a catalytic amount of base, thereby avoiding the formation of undesirable inorganic salts as by-products. Depending on the reaction conditions, DMC can be reacted under plug-flow, CSTR, or batch conditions. Other remarkable reactions are those where DMC behaves as an oxidant. The reactivity of other carbonates is reported as well. |
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Keywords: | methylation dimethylcarbonate green chemistry phase‐transfer catalysis |
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