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Chemistry Beyond Chlorine pp 509–529Cite as

Linear and Cyclic Carbamates via Dialkyl Carbonate Chemistry

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Abstract

Dialkyl carbonates (DACs) as reagents have found recent application in phosgene-free synthesis of both linear and cyclic carbamates. Different types of catalysts have been investigated for the carbamoylation of aniline via dimethyl carbonate (DMC) in batch. The possibility of conducting this reaction in a fixed-bed continuously fed reactor has been investigated.

DACs have also been employed in a novel green approach to six-membered cyclic carbonates (1,3-oxazolidin-2-ones). Reaction of primary amines or hydrazines with bis(methyl carbonate) derivatives of 1,3-propanediols in the presence of potassium tert-butoxide resulted in the synthesis of several 1,3-oxazolidin-2-ones in good yield. These compounds can also be prepared by a one-step intermolecular cyclization where the 1,3-bis(methyl carbonate) intermediate is formed in situ.

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Authors and Affiliations

  1. Department of Environmental Sciences, Informatics and Statistics, Ca’ Foscari University of Venice, Campus Universitario, Via Torino 155, 30170, Venice, Italy

    Fabio Aricò, Alexander Aldoshin & Pietro Tundo

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  1. Fabio Aricò
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  2. Alexander Aldoshin
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  3. Pietro Tundo
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Correspondence to Pietro Tundo .

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Editors and Affiliations

  1. Ca' Foscari University of Venice Environmental Sciences, Venice, Italy

    Pietro Tundo

  2. Institute of Elemento-Organic Chemistry, Nankai University Institute of Elemento-Organic Chemistry, Tianjin, China

    Liang-Nian He

  3. Chemistry Department, Lomonosov Moscow State University Chemistry Department, Moscow, Russia

    Ekaterina Lokteva

  4. Instituto de Química, Universidade Federal do Rio de Janeiro, Rio de Janeiro-RJ, Brazil

    Claudio Mota

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Aricò, F., Aldoshin, A., Tundo, P. (2016). Linear and Cyclic Carbamates via Dialkyl Carbonate Chemistry. In: Tundo, P., He, LN., Lokteva, E., Mota, C. (eds) Chemistry Beyond Chlorine. Springer, Cham. https://doi.org/10.1007/978-3-319-30073-3_19

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