Chen Zhiyuan, Jia Xuegong, Huang Jiapian, Yuan Jianjun
Key Laboratory of Functional Small Organic Molecules, Ministry of Education, and College of Chemistry & Chemical Engineering, Jiangxi Normal University , Nanchang, Jiangxi 330022 China.
J Org Chem. 2014 Nov 7;79(21):10674-81. doi: 10.1021/jo5020245. Epub 2014 Oct 13.
A Pt(II)-catalyzed intramolecular chemo- and regioselective pentannulation/long-range 1,5-acyl migration reaction is described. This cascade cycloisomerization protocol produces a wide variety of benzofulvene diketones in good to excellent yields with exclusively the Z configuration of the exocyclic double bond of the final product. The (18)O isotope experiment together with (13)C NMR, HRMS, and HMBC analyses confirmed an interesting long-range acyl rearrangement process in this transformation.
描述了一种由铂(II)催化的分子内化学和区域选择性五聚环化/远程1,5-酰基迁移反应。这种串联环异构化方案能以良好至优异的产率生成多种苯并富烯二酮,最终产物的环外双键仅具有Z构型。(18)O同位素实验以及(13)C NMR、HRMS和HMBC分析证实了该转化过程中一个有趣的远程酰基重排过程。