[3 + 2] Cycloaddition of N -Amino(iso)quinolinium Salts with Vinylsulfonium Salt: Synthesis of Pyrazolo[1,5- a ]quinoline and Pyrazolo[5,1- a ]isoquinoline Derivatives

作者：Hui Wu, Wenfeng Zhao, Nan Jiang, Mao Liu, Qingmei Ge, Hang Cong · 发表于：The Journal of Organic Chemistry · 年份：2025 · DOI：10.1021/acs.joc.5c00377 · 被引用次数：3 · 研究领域：Synthesis and Biological Evaluation、Quinazolinone synthesis and applications、Synthesis and Catalytic Reactions

In this study, we reported the utilization of vinylsulfonium salt as a highly efficient dipolarophile, leveraging the facile leaving ability of its sulfide moiety, to engage in a [3 + 2] cycloaddition with N -amino(iso)quinolinium salts. This approach facilitates the construction of various C 1 /C 2 -unsubstituted pyrazolo(iso)quinoline skeletons. The transformation is conducted under catalyst- and external oxidant-free conditions. Furthermore, the extended gram-scale reaction demonstrates the practical applicability of the developed protocol.