Comparison of monomode and multimode microwave equipment in Suzuki-Miyaura reactions-en route to high throughput parallel synthesis under microwave conditions

被引:12
作者
Schoen, Uwe [1 ]
Messinger, Josef [1 ]
Eichner, Simone [2 ,3 ]
Kirschning, Andreas [2 ,3 ]
机构
[1] Solvay Pharma, Res Labs, D-30173 Hannover, Germany
[2] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
[3] Leibniz Univ Hannover, Zentrum Biomol Wirkstoffe BMWZ, D-30167 Hannover, Germany
关键词
Suzuki-Miyaura reaction; microwave; monomode; multimode; palladium precatalysts;
D O I
10.1016/j.tetlet.2008.03.094
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The microwave heated Suzuki-Miyaura cross-coupling reaction of boronic acids, boronic esters and organotrifluoroborates served as a model reaction in a singlemode equipment. The reaction conditions were optimized with respect to temperature and reaction time and were transferred to multimode equipment which is well suited for multiparallel synthesis in a larger scale. The source of the Pd species chosen included immobilized Pd complexes and Pd particles. In fact the increased time to reach the required reaction time in multimode chambers suitable for 48 parallel reactions has to be taken into account. The nature of the boronic acid has no impact on the efficiency of the catalytic process. However, heterogenized Pd species perform less well in multimode chambers with larger vial volumes, which we ascribe to diffusion phenomena. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3204 / 3207
页数:4
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