Fluorous synthesis of hydantoins and thiohydantoins.

Fluorous synthesis of hydantoins and thiohydantoins.
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DOI:
10.1021/ol034854a
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发表时间:
2003-07
期刊:
影响因子:
5.2
通讯作者:
Wei Zhang-;Yimin Lu
Wei Zhang-;Yimin Lu
中科院分区:
化学1区
文献类型:
--
作者:
Wei Zhang-;Yimin Lu

文献摘要

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介绍了乙内酰脲的氟代合成方法。全氟烷基(Rfh)标记的氨基酯与异氰酸酯的反应之后是脲的环化和氟标记的同时裂解以提供乙内酰脲。产品纯化通过FluoroFlash柱上的固相萃取进行,反应或分离过程中均不涉及氟溶剂。同样的方法也适用于乙内酰硫脲的合成。
[reaction: see text] A fluorous synthesis of hydantoins is introduced. The reaction of perfluoroalkyl (Rfh)-tagged amino esters with an isocyanate is followed by the cyclization of ureas and simultaneous cleavage of the fluorous tag to afford hydantoins. The product purification is performed by solid-phase extraction over FluoroFlash cartridges, and no fluorous solvent is involved in either the reaction or the separation processes. The same method applies to synthesis of thiohydantoins.