Palladium-Catalyzed Ring Expansion of Spirocyclopropanes to Form Caprolactams and Azepanes.
作者： Olivier René , Iain A. Stepek , Alberto Gobbi , Benjamin P. Fauber , Simon Gaines
关键词: Catalysis 、 Oxidative addition 、 Azepane 、 Palladium 、 Polymer chemistry 、 Ring (chemistry) 、 Ring strain 、 Computational chemistry 、 Chemistry 、 Caprolactam 、 Cyclopropane
摘要: A palladium(0)-catalyzed rearrangement of piperidones and piperidines bearing a spirocyclopropane ring was developed. The expansion reaction led to variety functionalized caprolactam azepane products in good excellent yields. Experimental computational mechanistic studies revealed an initial oxidative addition the distal carbon–carbon bond cyclopropane palladium(0) catalyst relief strain as driving force for product formation.
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