International Journal of Organic Chemistry

Volume 4, Issue 5 (December 2014)

ISSN Print: 2161-4687   ISSN Online: 2161-4695

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Simple Reduction of Hydantoins with Sodium Borohydride

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DOI: 10.4236/ijoc.2014.45031    3,407 Downloads   4,432 Views  Citations


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.

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Yamaguchi, J. , Shibuta, E. and Oishi, Y. (2014) Simple Reduction of Hydantoins with Sodium Borohydride. International Journal of Organic Chemistry, 4, 286-291. doi: 10.4236/ijoc.2014.45031.

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