Center for Insoluble Protein Structures (inSPIN), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University , Gustav Wieds Vej 14, 8000 Aarhus C, Denmark.
Org Lett. 2014 Apr 4;16(7):1888-91. doi: 10.1021/ol5003362. Epub 2014 Mar 17.
The carbonylative Suzuki-Miyaura reaction between aryl bromides and arylboronic acid equivalents is herein reported, using base-free conditions and a limited excess of carbon monoxide generated ex situ from stable CO-precursors. Under these conditions, unsymmetrical biaryl ketones were obtained in modest to excellent yields. This method was adapted to the synthesis of the triglyceride and cholesterol regulator drug, fenofibrate, and its (13)C-labeled derivative in good yields from the appropriate CO-precursor.
本文报道了一种在无碱条件下,利用稳定的一氧化碳前体原位生成有限过量的一氧化碳,实现芳基溴和芳基硼酸酯之间的羰基Suzuki-Miyaura 反应。在这些条件下,得到了中等至优异收率的不对称联芳基酮。该方法被应用于三酸甘油脂和胆固醇调节剂药物非诺贝特及其(13)C 标记衍生物的合成,从相应的一氧化碳前体以良好的收率得到目标产物。