Electrochemical N-Centered Radical Cyclization of Aryl Propargyl Alcohols toward Quinolines
Qianlong Zhang1, Na Li2, Anzhou Wang2
1Key Laboratory of Green and Precise Synthetic Chemistry, Ministry of Education, College of Energy Science and Engineering, Huaibei Normal University, Huaibei, Anhui 235000, P.R. China.
Abstract:
We describe here an electrochemically driven cyclization of aryl propargyl alcohols that proceeds without any toxic metal reagents or external chemical oxidants, delivering a range of substituted quinolines in moderate to good yields. This electrochemical protocol offers a practical alternative to rapid quinoline construction. Control and mechanistic studies support the generation of an N-centered radical as the key species initiating the cyclization and C-O bond cleavage, enabling aromatization.
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