Arnold and Marie Schwartz College of Pharmacy and Health Sciences, Long Island University, Brooklyn, NY 11201, USA.
Division of Nephrology, Department of Medicine, Icahn School of Medicine at Mount Sinai, New York, NY 10029, USA.
Molecules. 2023 Jan 20;28(3):1052. doi: 10.3390/molecules28031052.
Dearomative borylation of coumarins and chromenes via conjugate addition represents a relatively unexplored and challenging task. To address this issue, herein, we report a new and general copper (I) catalyzed dearomative borylation process to synthesize boron-containing oxacycles. In this report, the borylation of coumarins, chromones, and chromenes comprising functional groups, such as esters, nitriles, carbonyls, and amides, has been achieved. In addition, the method generates different classes of potential boron-based retinoids, including the ones with oxadiazole and anthocyanin motifs. The borylated oxacycles can serve as suitable intermediates to generate a library of compounds.
香豆素和色烯的去芳构化硼化反应通过共轭加成代表了一个相对未被探索和具有挑战性的任务。为了解决这个问题，本文报道了一种新的、通用的铜（I）催化的去芳构化硼化反应，用于合成含硼的氧杂环。在本报告中，实现了包括酯、腈、羰基和酰胺等官能团的香豆素、色酮和色烯的硼化反应。此外，该方法生成了不同类别的潜在硼基类视黄醇，包括含有噁二唑和花色苷基序的类视黄醇。硼化的氧杂环可以作为合适的中间体来生成化合物库。
