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Updated: Jan 22, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-Catalyzed Radical Dearomative Azidation: Synthesis of Cyclic α-Quaternary α-Amino Phosphonic Acid Precursors
Xia Wang1, Yuan Li1, Xiao-Long Yan1
1Jiangsu Key Laboratory of Pesticide Science and Department of Chemistry, College of Sciences, Nanjing Agricultural University, Nanjing 210095, China.
Abstract:
We herein describe a Cu(II)-catalyzed synthesis of cyclic α-quaternary α-amino phosphonic acid precursors from 2-phosphonyl-3-hydroxybenzothiophenes/benzofurans via radical dearomative azidation with azidotrimethylsilane in the presence of tert-butylhydroperoxide as an oxidant. This method exhibits mild reaction conditions, broadens substrate scope (up to 96% yields), enables gram-scale synthesis, and allows further derivatization, providing an efficient approach to valuable cyclic α-quaternary amino phosphonic acid precursors with potential applications in medicines and pesticides.
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