Hilt Gerhard
Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße, D-35043, Marburg, Germany.
Chem Rec. 2014 Jun;14(3):386-96. doi: 10.1002/tcr.201400001. Epub 2014 May 30.
1,4-Cyclohexadiene derivatives are easily accessed via transition-metal cycloadditions of 1,3-dienes with alkynes. The mild reaction conditions of several transition-metal-catalysed reactions allows the incorporation of various functional groups to access functionalised 1,4-cyclohexadienes. The control of the regiochemistry in the intermolecular cobalt-catalysed Diels-Alder reaction is realised utilising different ligand designs. The functionalised 1,4-cyclohexadiene derivatives are valuable building blocks in follow-up transformations. Finally, the oxidation of the 1,4-cyclohexadienes can be accomplished under mild conditions to generate the corresponding arene derivatives.
1,4-环己二烯衍生物可通过1,3-二烯与炔烃的过渡金属环加成反应轻松制得。几种过渡金属催化反应的温和反应条件使得可以引入各种官能团以得到官能化的1,4-环己二烯。利用不同的配体设计实现了分子间钴催化的狄尔斯-阿尔德反应区域化学的控制。官能化的1,4-环己二烯衍生物是后续转化中有价值的结构单元。最后,1,4-环己二烯的氧化反应可以在温和条件下完成,以生成相应的芳烃衍生物。