Potrząsaj Aleksandra, Ociepa Michał, Chaładaj Wojciech, Gryko Dorota
Institute of Organic Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Org Lett. 2022 Apr 8;24(13):2469-2473. doi: 10.1021/acs.orglett.2c00355. Epub 2022 Mar 25.
Oxetanes are valuable building blocks due to their well-explored propensity to undergo ring-opening reactions with nucleophiles. However, their application as precursors of radical species is still elusive. Herein, we present a bioinspired cobalt-catalysis-based strategy to access unprecedented modes of radical reactivity via oxetane ring-opening. This powerful approach gives access to nucleophilic radicals that engage in reactions with SOMOphiles and low-valent transition metals. Importantly, the regioselectivity of these processes complements known methodologies.
由于氧杂环丁烷与亲核试剂发生开环反应的倾向已得到充分研究，因此它们是有价值的结构单元。然而，它们作为自由基物种前体的应用仍然难以捉摸。在此，我们提出一种基于生物启发的钴催化策略，通过氧杂环丁烷开环获得前所未有的自由基反应模式。这种强大的方法能够产生与单占据分子轨道亲核试剂和低价过渡金属发生反应的亲核自由基。重要的是，这些过程的区域选择性补充了已知的方法。
