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Updated: Aug 16, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Photocatalyzed Formal All-Carbon [3+2] Cycloaddition of Aromatic Aldehydes with Arylethynyl Silanes
Yujia Mao1, Pei Fan1,2, Chuan Wang1
1Department of Chemistry, University of Science and Technology of China, Center for Excellence in Molecular Synthesis of CAS, Hefei, Anhui 230026, P. R. China.
Abstract:
Herein, we report a photoinduced TBADT-catalyzed formal all-carbon [3+2] cycloaddition of aromatic aldehydes and arylethynyl silanes, which combines acyl C-H and ortho C-H activation of aromatic aldehydes, offering a new method for constructing the indanone scaffold under mild conditions. By choosing an appropriate silane as the precursor, one can selectively retain or remove the α-silyl group of the indanone products during the reaction. Preliminary mechanistic studies point to a reaction mechanism involving a 1,5-H shift as a key step.
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