Visible-light-mediated radical reactions of indoles with para-quinone methides using eosin Y as an organophotoredox catalyst?
Organic & Biomolecular Chemistry Pub Date: 2023-07-12 DOI: 10.1039/D3OB00852E
Abstract
Herein, we demonstrate a redox-neutral, operationally simple, atom-economical, and additive-free approach for the synthesis of indolyl diarylmethanes via a radical reaction of indoles with para-quinone methides (p-QMs) under visible-light mediated reaction conditions using eosin Y as an organophotoredox catalyst. This protocol was found to be compatible with a wide range of differently substituted p-QMs and indoles in organic as well as in aqueous media under visible-light irradiation, furnishing the desired products in good to excellent yields.
Recommended Literature
- [1] Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction? Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. TurnerDalton Trans., 2021,50, 11843-11851 10.1039/D1DT01743H
- [2] Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China? Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing LiFood Funct., 2018,9, 4234-4245 10.1039/C8FO00787J
- [3] Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue GaoRSC Adv., 2017,7, 34392-34400 10.1039/C7RA05271E
- [4] Evolution study of photo-synthesized gold nanoparticles by spectral deconvolution model: a quantitative approach Chung-Sung Yang,Mong-Shian Shih,Fang-Yi ChangNew J. Chem., 2006,30, 729-735 10.1039/B516465F
- [5] Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces? Shintaro Takata,Yoshihiro MiuraPhys. Chem. Chem. Phys., 2014,16, 24784-24789 10.1039/C4CP03280B
- [6] Enabling chloride salts for thermal energy storage: implications of salt purity? J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. MayesRSC Adv., 2019,9, 25602-25608 10.1039/C9RA03133B
- [7] Excited-state proton-coupled electron transfer within ion pairs? Gerald J. Meyer,Leif Hammarstr?mChem. Sci., 2020,11, 3460-3473 10.1039/C9SC04941J
- [8] Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers? Zhixia Liu,Tingjian Chen,Floyd E. RomesbergChem. Sci., 2017,8, 8179-8182 10.1039/C7SC03747C
- [9] Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines? Thi Thu Tram Nguyen,Thanh Binh NguyenOrg. Biomol. Chem., 2021,19, 6015-6020 10.1039/D1OB00976A
- [10] Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials? Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-GarayoaRSC Adv., 2017,7, 24133-24139 10.1039/C7RA03845C
Journal Name:Organic & Biomolecular Chemistry
research_products
-
CAS no.: 89640-58-4