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Visible Light-Induced Synthesis of Esterified Quinolines and Pyrrolidones Controlled by Different Electrical Anilines
Xiaoyu Pan1, Liyan Zhang1, Liqiang Wu1
1State Key Laboratory of Chemistry and Utilization of Carbon Based Energy Resources, Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, College of Chemistry, Xinjiang University, Urumqi 830017, China.
Abstract:
We report a visible light-induced radical cyclization strategy by in situ formation of 2-(phenylimino)acetates and 2-(phenylamino)fumarates under mild, photocatalyst-free conditions. This operationally simple protocol allows the rapid and divergent assembly of a small library of esterified quinolines and pyrrolidone skeletons (42 examples) with outstanding functional group tolerance, especially for the construction of heteroaroyl/polyaryl-fused quinolines and fluoroalkylated pyrrolidones. Mechanism studies and DFT calculations have verified the in situ generation and transformation process of the dual intermediates.
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