Photochemical Decarboxylative Radical Alkylation/Cyclization Reaction to Fused Nitrogen Heterocycles by Lil/PPh_(3)Catalysis  

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作  者:Jia-Li Sui Xin-Qian Liu Shun-Dan Li Peng-Fei Huang Yu Liu Jin-Heng Li 

机构地区:[1]Department of Chemistry and Chemical Engineering,Hunan Institute of Science and Technology,Yueyang,Hunan 414006,China [2]State Key Laboratory Base of Eco-Chemical Engineering,College of Chemical Engineering,Qingdao University of Science and Technology,Qingdao,Shandong 266042,China [3]State Key Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu 730000,China [4]School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,Henan 453007,China

出  处:《Chinese Journal of Chemistry》2024年第24期3373-3378,共6页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(22078084);the Scientific Research Fund of Hunan Provincial Education Department(22B0674);the Science and Natural Science Foundation of Hunan Province(Nos.2023J30273 and 2023J40301).

摘  要:A visible-light-induced decarboxylative radical cascade cyclization reaction between N-(2-cyanoaryl)-acrylamides and alkyl N-(acyloxy)phthalimide(NHPI esters)for the construction of phenanthridine derivatives has been developed.This approach utilizes lithium iodide(LiI)and triphenylphosphine(PPh_(3))as the redox catalysts and the alkyl radical is produced through the photoactivation of the electron donor-acceptor(EDA)complex.A series of primary,secondary,and tertiary alkyl-substituted phenanthridines are prepared in up to 82%yield without transition-metal catalysts,chemical oxidants,or metal-/organic dye-based photocatalysts.

关 键 词:Photocatalysis CYCLIZATION Nitrogen heterocycles N-Hydroxyphthalimide esters PHENANTHRIDINE ALKYLATION Radical reactions DECARBOXYLATION 

分 类 号:O62[理学—有机化学]

 

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