Efficient synthesis of small molecule macroarrays: optimization of the macroarray synthesis platform and examination of microwave and conventional heating methods

被引:28
作者
Bowman, MD [1 ]
Jacobson, MM [1 ]
Pujanauski, BG [1 ]
Blackwell, HE [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/j.tet.2006.02.083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a method for the efficient construction of small molecule macroarrays using microwave-assisted SPOT-synthesis. Macroarrays of 1,3-diphenylpropenones (chalcones) were synthesized rapidly and in high purity starting from robust, Wang-linker-derivatized planar supports. We have optimized the entire chalcone macroarray construction process and evaluated the efficiency and utility of microwave-assisted reactions in array synthesis. Microwave heating was found to be most beneficial for reactions that require temperatures greater than the boiling points of the solvents. These microwave-assisted conditions permitted straightforward access to macroarrays of 2,4,6-triarylpyridines derived from the original chalcone scaffold. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4715 / 4727
页数:13
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