Simple Reduction of Hydantoins with Sodium Borohydride  

Simple Reduction of Hydantoins with Sodium Borohydride

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作  者:Jun-Ichi Yamaguchi Emiko Shibuta Yoshie Oishi 

机构地区:[1]Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan

出  处:《International Journal of Organic Chemistry》2014年第5期286-291,共6页有机化学国际期刊(英文)

摘  要: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.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.

关 键 词:HYDANTOIN REDUCTION IMIDAZOLIDINONE 

分 类 号:O6[理学—化学]

 

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