Hydride Transfer-Enabled Dearomative Spirocyclization of Isoxazoles with O-Alkyl ortho-Oxybenzaldehydes

作者：Lianyi Cao, Shihai Yan, Fangzhi Hu, Fei Wang, Shuai‐Shuai Li, Mengzhe Pan, Yingkun Yan, Xiaomei Zhang · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c00001 · 被引用次数：8 · 研究领域：Catalytic C–H Functionalization Methods、Oxidative Organic Chemistry Reactions、Synthesis and Catalytic Reactions

The TfOH-catalyzed dearomative [5 + 1] annulations were developed for the construction of chromane-fused spiroisoxazolines from readily available 5-amino-isoxazoles and O -alkyl ortho -oxybenzaldehydes. The “two-birds-with-one-stone” strategy featuring dearomatization of 5-amino-isoxazoles and α-C(sp 3 )–H bond functionalization of oxygen was disclosed via a cascade condensation/[1,5]-hydride transfer/dearomative spirocyclization process. In addition, the unprecedented direct dearomative spirocyclization of isoxazoles was achieved, which introduced a new family member of dearomative spirocyclization for dearomatization chemistry.