State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of, Chemical Science and Engineering (Tianjin), Nankai University, Tianjin, 300071, P. R. China.
Chemistry. 2018 Aug 6;24(44):11283-11287. doi: 10.1002/chem.201802141. Epub 2018 Jul 9.
Described herein is a protocol for visible-light-induced consecutive synthesis of gem-difluorinated spiro-γ-lactam oxindoles under mild conditions by means of a process involving sequential radical difluoromethylative dearomatization, hydroxylation, and oxidation. The protocol features high chemo- and regioselectivity, good functional group tolerance, and easy scalability. Several of the functionalized spirooxindole products showed good fungicidal activity, suggesting that they have potential agrochemical applications.
本文描述了一种在温和条件下通过可见光诱导的连续合成方法,实现了 gem-二氟化螺-γ-内酰胺氧吲哚的串联合成。该过程涉及顺序自由基二氟甲基化去芳构化、羟化和氧化反应。该方法具有高的化学和区域选择性、良好的官能团耐受性和易于扩大规模的特点。一些功能化的螺氧吲哚产物表现出良好的杀菌活性,表明它们具有潜在的农用化学品应用前景。