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Published on: February 9, 2021
Cascade Radical Cyclization of Propargylamines for Functionalized 3-Arylthioquinoline Formation
Jingjing Tong1, Weigang Zhang1, Zheng-Guang Wu2
1State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China.
Abstract:
A novel and efficient strategy for the direct synthesis of 3-arylthioquinoline derivatives via radical induced tandem cyclization of propargylamines with diaryl disulfides was developed. This protocol undergoes a cascade sulfuration/ cyclization/ oxidation/ aromatization pathway to afford the desired products in a broad substrate scope using readily available starting materials under mild conditions. Based on this strategy, we further modified 3-arylquinolines to obtain two novel deep blue fluorescent molecules, QLSCz and QLSTCz, with good optical properties through two-step synthesis by oxidation and electron donor modification.
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