School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, China.
Org Biomol Chem. 2020 Oct 21;18(40):8141-8146. doi: 10.1039/d0ob01824d.
A simple and efficient synthetic protocol for the preparation of acridinium esters and amides through the cyclization and esterification or amidation of isatins with alcohols or amines as nucleophiles in the presence of CF3SO3H is established. A series of polycyclic acridine derivatives bearing large π-conjugated systems were obtained in high yields, including some key intermediates for the synthesis of biologically active molecules. The photophysical properties of these synthesized acridines were investigated, demonstrating that the sulfur heterocyclic acridine 9w was obtained in a high quantum yield.
建立了一种简单高效的合成方案，通过在 CF3SO3H 的存在下，用醇或胺作为亲核试剂对色满与醇或胺进行环化酯化或酰胺化反应，制备吖啶酯和酰胺。以高产率得到了一系列带有大π共轭体系的稠合吖啶衍生物，包括一些用于合成生物活性分子的关键中间体。研究了这些合成吖啶的光物理性质，表明硫杂环吖啶 9w 的量子产率较高。
