Department of Chemistry and Biochemistry, University of Denver, Denver, Colorado 80208, United States.
Org Lett. 2023 Feb 24;25(7):1131-1135. doi: 10.1021/acs.orglett.3c00092. Epub 2023 Feb 10.
A new mode for complexity-building photochemical cascades which offers experimentally simple transition metal-free intramolecular C-C cross coupling of aromatic amides is attained via an unprecedented [2 + 2] reactivity of ESIPT-generated azaxylylenes. Coupled with short and straightforward postphotochemical modifications of the primary photoproducts, these cascades allow for a significant step-normalized growth of molecular complexity while accessing diverse and complex polyheterocyclic molecular architectures.
一种新的复杂性构建光化学级联模式,通过 ESIPT 生成的氮杂亚乙烯的前所未有的[2+2]反应性,实现了芳香酰胺的实验上简单的过渡金属自由分子内 C-C 交叉偶联。与初级光产物的短而直接的光后修饰相结合,这些级联允许在显著标准化分子复杂性增长的同时,获得多样化和复杂的多杂环分子结构。