中国科学院上海有机化学研究所王鹏团队报道了Pd催化烯烃迁移1,1-环环反应。相关研究成果于2024年12月18日发表于国际顶尖学术期刊《美国化学会杂志》。

该文中，研究人员报告了一种通过钯催化的烯烃迁移1,1-环环化反应（MCAR），制备各种杂环的新策略。从现成的烯基胺和烯基醇开始，这种方法可以高效地形成各种五至七元氮杂杂环和氧杂杂环，并具有良好的官能团耐受性。

实现这一反应的关键是使用4-碘苯酚或2-碘苯酚衍生物，其中酚羟基通过形成醌甲基化中间体，在控制杂环的迁移方向和环尺寸方面起着关键作用。

附：英文原文

Title: Pd-Catalyzed Migratory 1,1-Cycloannulation Reaction of Alkenes

Author: Jin-Ping Wang, Tao Liu, Yichen Wu, Peng Wang

Issue&Volume: December 18, 2024

Abstract: Here, we report a novel strategy for the preparation of diverse heterocycles via a Pd-catalyzed migratory 1,1-cycloannulation reaction (MCAR) of alkenes. Starting from readily available alkenyl amines and alkenyl alcohols, this approach allows the formation of a wide range of five- to seven-membered azaheterocycles and oxaheterocycles with high efficiency and good functional group tolerance. The key to the realization of this reaction is the use of 4-iodophenol or 2-iodophenol derivatives where the phenolic hydroxyl group plays a critical role in controlling the direction of migration and the ring-size of the heterocycles through the formation of a quinone methide intermediate.

DOI: 10.1021/jacs.4c14153

Source: https://pubs.acs.org/doi/abs/10.1021/jacs.4c14153