Direct assembly of 2-oxazolidinones by chemical fixation of carbon dioxide

T Niemi; J E Perea-Buceta; I Fernandez; Sami Alakurtti; Elina Rantala; T Repo

doi:10.1002/chem.201402368

Direct assembly of 2-oxazolidinones by chemical fixation of carbon dioxide

T Niemi, J E Perea-Buceta, I Fernandez, Sami Alakurtti, Elina Rantala, T Repo (Corresponding Author)

Research output: Contribution to journal › Article › Scientific › peer-review

15 Citations (Scopus)

Abstract

The reaction of {\beta}- and {\gamma}-haloamines with carbon dioxide to give pharmaceutically relevant 2-oxazolidinones and 1,3-dioxazin-2-ones, was found to proceed efficiently in the presence of a base and in the absence of catalyst. After optimization of reaction conditions, the system was successfully expanded to a variety of haloamines, even at multigram scale. The reaction was further studied in silico by DFT calculations.

Original language	English
Pages (from-to)	8867-8871
Journal	Chemistry - A European Journal
Volume	20
Issue number	29
DOIs	https://doi.org/10.1002/chem.201402368
Publication status	Published - 2014
MoE publication type	A1 Journal article-refereed

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Keywords

2-oxazolidones
antibiotics
carbon dioxide activation
carbon dioxide fixation
density functional calculations

Cite this

Niemi, T., Perea-Buceta, J. E., Fernandez, I., Alakurtti, S., Rantala, E., & Repo, T. (2014). Direct assembly of 2-oxazolidinones by chemical fixation of carbon dioxide. Chemistry - A European Journal, 20(29), 8867-8871. https://doi.org/10.1002/chem.201402368

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AU - Repo, T

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KW - density functional calculations

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10.1002/chem.201402368