Palladium-Catalyzed Strain-Enabled [2π + 2σ] Cycloadditions of Vinyl Bicyclo[1.1.0]butanes with Methyleneindolinones

作者：Lan Zheng, Yumin Yang, Zhiping Liu, Wei Wang, Wenjie Liang, Hai-Lian Jiang, Yang Liu, Chenxiang Lin, Wei‐Fang Su, Jun‐An Xiao · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c04224 · 被引用次数：16 · 研究领域：Oxidative Organic Chemistry Reactions、Asymmetric Synthesis and Catalysis、Catalytic C–H Functionalization Methods

A palladium-catalyzed [2π + 2σ] cycloaddition of vinyl bicyclo[1.1.0]butanes with methyleneindolinones has been developed. The reaction enables the construction of spirobicyclo[2.1.1]hexanes bearing an all-carbon quaternary center in moderate to good yields with excellent diastereoselectivities. This method features a broad substrate scope with good functional group compatibility. The practical utility of this protocol was further demonstrated by gram-scale synthesis and postsynthetic transformations of desired product.