Sc(OTf) 3 -Catalyzed (3 + 3) Annulation of Quinoxaline-2(1 H )-thiones and Donor–Acceptor Cyclopropanes

作者：Quanyu Ma, Qi Sun, Ningning Li, Jiajing Tan, Jiaxi Xu · 发表于：The Journal of Organic Chemistry · 年份：2025 · DOI：10.1021/acs.joc.5c01673 · 被引用次数：4 · 研究领域：Cyclopropane Reaction Mechanisms、Catalytic C–H Functionalization Methods、Synthesis and Biological Evaluation

The Sc(OTf) 3 -catalyzed (3 + 3) annulation of quinoxaline-2(1 H )-thiones and donor–acceptor cyclopropanes was achieved in the presence of DBU under air to give functionalized 2,3-dihydro-4 H -thiopyrano[2,3- b ]quinoxaline derivatives in moderate to high yields. The annulation includes tandem nucleophilic ring opening, nucleophilic addition, and radical oxidative aromatization. It provides not only a new (3 + 3) annulation strategy but also a new synthetic method for fused tricyclic quinoxaline derivatives.