Instituto de Productos Naturales y Agrobiología, Consejo Superior de Investigaciones Científicas , Avda. Astrofísico Francisco Sánchez 3, 38 206 La Laguna, Tenerife, Islas Canarias, Spain.
Laboratorio de Química Farmacéutica, Facultad de Química, Universidad Autónoma de Yucatán , C. 43 No. 613 x C. 90 Col. Inalámbrica, C.P. 97069, Mérida, Yucatán, México.
J Org Chem. 2017 May 19;82(10):5328-5336. doi: 10.1021/acs.joc.7b00654. Epub 2017 May 9.
Herein we describe a salicylaldehyde-annulation reaction as a plug and play toolkit to diversify the complexity of naturally occurring ketones. The protocol entails the transformation of the polycyclic natural ketone into its propargyl vinyl ether derivative (two synthetic steps) and its microwave-assisted imidazole-catalyzed domino rearrangement to generate the salicylaldehyde ring. This annexed unit allows further synthetic transformations: e.g., the installation of a pharmacophore module to generate natural product-pharmacophore hybrids endowed with unknown biological (pharmaceutical) annotations.
在这里，我们描述了一个水杨醛环合反应，作为一种即插即用的工具包，用于使天然存在的酮复杂化。该方案包括将多环天然酮转化为其丙炔基乙烯基醚衍生物（两步合成），以及微波辅助咪唑催化的串联重排生成水杨醛环。这个附加的单元允许进一步的合成转化：例如，安装药效团模块，生成具有未知生物（药物）注释的天然产物-药效团杂合子。
