Okanishi Yusuke, Takemoto Otoki, Kawahara Sanpou, Hayashi Satoshi, Takanami Toshikatsu, Yoshimitsu Takehiko
Division of Pharmaceutical Sciences, Graduate School of Medicine, Dentistry, and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.
Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan.
Org Lett. 2024 May 10;26(18):3929-3934. doi: 10.1021/acs.orglett.4c01112. Epub 2024 Apr 26.
[5,15-Bis(pentafluorophenyl)-10,20-diphenylporphinato]zinc(II) (), a metalloporphyrin derivative that was recently reported as an efficient photocatalyst driven by blue LEDs by our group, was found to catalyze a red-light-promoted (630 nm LEDs) radical cascade reaction of -3-arylpropionyloxyphthalimides with radicophiles including electron-deficient alkenes and alkynes, providing access to a range of functionalized tetralin and dialin derivatives. The radical cascade reaction catalyzed by took place via an oxidative quenching cycle in DMSO, where no sacrificial electron donor was required, uncovering a unique solvent effect capable of promoting the porphyrin catalysis.
[5,15-双（五氟苯基）-10,20-二苯基卟啉锌（II）]（），一种金属卟啉衍生物，最近被我们小组报道为一种由蓝色发光二极管驱动的高效光催化剂，它能催化-3-芳基丙酰氧基邻苯二甲酰亚胺与包括缺电子烯烃和炔烃在内的亲核试剂发生红光促进（630纳米发光二极管）自由基级联反应，从而获得一系列功能化的四氢萘和二氢萘衍生物。由其催化的自由基级联反应在二甲基亚砜中通过氧化猝灭循环进行，在此过程中不需要牺牲电子供体，揭示了一种能够促进卟啉催化的独特溶剂效应。
