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Updated: Jan 28, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-Catalyzed Amide Radical-Directed Cyanation of Unactivated Csp3-H Bonds
Hongwei Zhang1, Yulu Zhou1, Peiyuan Tian1
1Department of Chemistry, College of Science , China University of Petroleum (East China) Qingdao , Shandong 266580 , P. R. China.
Abstract:
A method for site-selective intermolecular δ/ε-Csp3-H cyanation of aliphatic sulfonamides is developed using TsCN as the cyanating reagent, catalyzed by a Cu(I)/phenanthroline complex. The mild, expeditious, and modular protocol allows efficient remote Csp3-H cyanation with good functional group tolerance and high regioselectivity. Mechanistic studies indicate that the reaction might proceed through a Cu(I)-mediated N-F bond cleavage to generate an amidyl radical, 1,5-HAT, and cyano group transfer of the resulting carbon radical with TsCN.
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