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Simple Reduction of Hydantoins with Sodium Borohydride
Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan
Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan
Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan
- 1 Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan
- 2 Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan
- 3 Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan
International Journal of Organic Chemistry·Volume 04 (2014)·Pages 286–291·Published 26 December 2014·DOI10.4236/ijoc.2014.45031
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Abstract
The reduction of various hydantoins with sodium borohydride gave the corresponding 4-hydroxy- 2-imidazolidinones in high yields. In contrast, reduction employing a boron trifluoride etherate-sodium borohydride system generated 2-imidazolidinones. In both reductions, the reactivity of the hydantoin was dependent on its substituents. The Lewis acid-promoted reactions of a 4-hydroxy-2-imidazolidinone with nucleophiles were also investigated.
KeywordsHydantoinReductionImidazolidinone
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