Formal (3 + 4)-Annulation of Propargylic p -Quinone Methides with 2-Indolylmethanols: Synthesis of Polysubstituted Indole-Fused Oxepines

作者：Zong‐Wang Qiu, Bao Qiong Li, Hong‐Fu Liu, Zhi‐Qiang Zhu, Han‐Peng Pan, Na Feng, Ai‐Jun Ma, Jin‐Bao Peng, Xiang‐Zhi Zhang · 发表于：The Journal of Organic Chemistry · 年份：2021 · DOI：10.1021/acs.joc.1c00484 · 被引用次数：29 · 研究领域：Synthesis of Indole Derivatives、Sulfur-Based Synthesis Techniques、Chemical Synthesis and Reactions

A novel Brønsted acid catalyzed 1,8-addition mediated (3 + 4)-annulation of in situ generated propargylic p -quinone methides with 2-indolylmethanols is described. This method provides a convenient and mild approach to structurally interesting and synthetically important polysubstituted indole-fused oxepines in high yields. Moreover, 2-indolylmethanols as four-atom synthons in the (3 + 4)-annulations under Brønsted acid conditions have been explored for the first time.