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化学进展  2013 

钯和铜催化的脂肪醇和芳基卤代烃偶联反应

DOI: 10.7536/PC130149, PP. 1898-1905

Keywords: 烷基芳基醚,C—O偶联,钯催化,铜催化,配体

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Abstract:

烷基芳基醚广泛存在于天然产物和药物分子中。钯和铜催化构筑C—O键的方法已成为合成烷基芳基醚的有效策略。本文总结了钯和铜催化的脂肪醇芳基化反应的最新研究进展。以Buchwald小组发展的基于联苯骨架的二叔丁基取代单膦配体,Hartwig小组发展的基于五苯基取代的二茂铁骨架的二叔丁基取代单膦配体或Beller小组发展的基于二吡唑骨架的二金刚烷基取代的单膦配体,可高效实现钯催化的各类脂肪醇和芳基卤代烃的C—O偶联。在铜催化反应条件下,1,10-菲罗啉及其衍生物和β-二羰基化合物是反应活性最高的两类配体。总的来说,和铜催化条件相比,钯催化的C—O偶联反应具有反应条件温和,官能团兼容性好,底物普适性广等优点。此外,对两类催化体系在配体选用、反应活性、β-H消除反应和反应机理等方面的差异进行了探讨。设计与合成新型配体被认为是C—O偶联反应取得进一步发展的关键。

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