金、銅催化未活化累積二烯烴分子與苯羥胺於氧氣下行[4 + 2] 環加成反應

Catalytic Formal [4 + 2] Cycloadditions between Unactivated Allenes and N‑Hydroxyaniline Catalyzed by AuCl3/CuCl2/O2

陳建銘(Chen, Chien Ming)

指導教授 ： 劉瑞雄

國立清華大學/理學院/化學系/碩士(2014年)

https://doi.org/10.6843/NTHU.2014.00240

摘要

本篇論文報導了使用三氯化金來催化多取代累積二烯烴與苯羥胺進行[4 + 2]環化加成反應，整個反應分作三個部分：第一部份是在氮氣下的異構化反應、第二部份是漸進的將苯羥胺氧化成亞硝基苯以及第三部份在氧氣下的環加成反應。我們也額外加入二氯化銅來提高苯羥胺氧化為亞硝基苯的效率，大幅提升整個反應的效率。

關鍵字

4+2環加成 ； 金催化

並列摘要

AuCl3-catalyzed formal [4 + 2]-cycloadditions between substituted allenes and N-hydroxyanilines are described. This reaction sequence comprises initial isomerizations of allenes to butadienes under N2 and subsequent oxidations of N-hydroxyanilines to nitrosoarenes under O2. and the final nitroso/butadiene [4 + 2] cycloadditions under O2. CuCl2 (5 mol %) was added in the second step to increase the oxidation efficiency, which obviously improved the yields of overall reactions .

並列關鍵字

[4 + 2] Cycloaddition ； Gold catalysis

參考文獻

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