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Synthesis of 6/5/3-Fused Tricyclic Scaffolds via Multistep Cascade Cyclization of α‑Aryl Vinylsulfoniums with para-Quinamines and para-Quinols

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posted on 2024-07-09, 14:21 authored by Zhen-Hua Wang, Dong-Qun Huang, Ping Wang, Lei Yang, Yong You, Jian-Qiang Zhao, Yan-Ping Zhang, Wei-Cheng Yuan
Herein, we present a straightforward approach to access hydroindoline-5-one-based 6/5/3-fused polycyclic ring structures through multistep cascade reactions involving α-aryl vinylsulfoniums and para-quinamines. The reactions proceed smoothly under mild conditions to deliver the desired products in generally good isolated yields. This protocol is also applicable to the cascade cycloaddition reactions of α-aryl vinylsulfoniums and para-quinols, effectively generating complex tricyclic scaffolds. In addition, the scale-up synthesis and further derivatizations demonstrate the potential synthetic application of the protocol.

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