光氧化还原催化的柯尼-烯型环化/斯迈尔斯重排串联反应合成取代亚甲基碳环化合物。
Photoredox Catalyzed Conia-Ene-Type Cyclization/Smiles Rearrangement Cascade Reactions to Access Substituted Methylenecarbocycles.
作者信息
Zhang Keyuan, Jiang Qi, He Chonglong, Hu Mingyou, Cheng Yangyang, Duan Xin-Hua, Liu Le
机构信息
School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Material Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China.
International Joint Research Center for Tumor Precision Medicine of Shaanxi Province and Department of Endocrinology, The First Affiliated Hospital of Xi'an Jiaotong University, Xi'an 710049, China.
出版信息
Org Lett. 2024 Sep 20;26(37):7971-7975. doi: 10.1021/acs.orglett.4c03033. Epub 2024 Sep 11.
We report a novel visible-light-driven photoredox-catalyzed cascade reaction involving Conia-ene-type cyclization and Smiles rearrangement initiated from alkyne-tethered α-sulfonyl esters. This methodology not only facilitates the rapid synthesis of a broad spectrum of highly substituted methylenecarbocycles but also introduces a new mechanistic pathway with aryl group migration, surpassing the conventional 1,5-hydrogen shift typically observed in Conia-ene reactions.
我们报道了一种新型的可见光驱动的光氧化还原催化级联反应，该反应涉及由炔基连接的α-磺酰基酯引发的Conia-烯型环化和Smiles重排。这种方法不仅有助于快速合成多种高度取代的亚甲基碳环，而且引入了一种新的带有芳基迁移的机理途径，超越了Conia-烯反应中通常观察到的传统1,5-氢迁移。
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