Achieving functional group diversity in parallel synthesis: solution-phase synthesis of a library of ureas, carbamates, thiocarbamates, and amides using carbamoylimidazolium salts
Achieving functional group diversity in parallel synthesis: solution-phase synthesis of a library of ureas, carbamates, thiocarbamates, and amides using carbamoylimidazolium salts
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DOI：
10.1016/j.tetlet.2008.06.096
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发表时间：
2008-09-01
影响因子：
1.8
通讯作者：
Batey, Robert A.
中科院分区：
文献类型：
--
作者：
Grzyb, Justyna A.;Batey, Robert A.
开发了一种从氨基甲酰基咪唑鎓盐平行液相合成硫代氨基甲酸酯、脲、氨基甲酸酯和酰胺库的方便方案。结晶的氨基甲酰基咪唑鎓盐易于由仲胺、CDI和碘甲烷合成，并且充当稳定的氨基甲酰基化试剂。一组常见的反应条件和一个简单的非色谱液-液萃取纯化协议开发的反应与硫醇，胺，酚，和羧酸，得到高纯度和产率的产品。所得到的文库包含了反应伴侣的选择和在偶联中产生的官能团连接所产生的多样性。(C)2008年由Elsevier Ltd.出版
A convenient protocol for the parallel solution-phase synthesis of a library of thiocarbamates, ureas, carbamates, and amides from carbamoylimidazolium salts has been developed. The crystalline carbamoylimidazolium salts are readily synthesized from secondary amines, CDI and iodomethane, and act as stable carbamoylation reagents. A common set of reaction conditions and a straightforward non-chromatographic liquid-liquid extraction purification protocol were developed for reactions with thiols, amines, phenols, and carboxylic acids, giving the products with high purities and yields. The resultant library incorporates diversity arising from the choice of reaction partners and the functional group linkage generated in the couplings. (C) 2008 Published by Elsevier Ltd.