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Updated: Sep 8, 2025

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Published on: September 8, 2013
Visible-Light/Copper-Catalyzed Three-Component Synthesis of Unprotected β-Arylethylamines and β-Aryl Isothiocyanates
Yuqing Zhao1, Xufeng Li2, Hao Xu1
1College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
Abstract:
Unprotected β-arylethylamines and their derivatives serve as prominently featured structural units in biological molecules. However, most of the reactions reported to date focus on intramolecular and two-component reactions with certain limitations. There is an urgent need for an efficient strategy with a wider range of substrates compared to those of previous methods. Herein, a visible-light-promoted three-component reaction of arylthianthrenium salts, NH4SCN, and alkenes is reported using (rac-BINAP)Cu(MeCN)BF4 as a photoredox catalyst, which yields unprotected β-arylethylamines in the presence of a base, while β-aryl isothiocyanates are unexpectedly obtained under base-free conditions. Moreover, this protocol demonstrates broad substrate generality and a high functional group compatibility.
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