CuCl 催化的 2,3-烯丙醇与邻菲啰啉和联吡啶以 1:1 组合作为配体的有氧氧化反应生成 1,2-烯丙基酮。
CuCl-catalyzed aerobic oxidation of 2,3-allenols to 1,2-allenic ketones with 1:1 combination of phenanthroline and bipyridine as ligands.
机构信息
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. China.
出版信息
Beilstein J Org Chem. 2011 Apr 7;7:396-403. doi: 10.3762/bjoc.7.51.
A protocol has been developed to prepare 1,2-allenyl ketones using molecular oxygen in air or pure oxygen as the oxidant from 2,3-allenylic alcohols with moderate to good yields under mild conditions. In this reaction CuCl (20 mol %) with 1,10-phenanthroline (10 mol %) and bipyridine (10 mol %) was used as the catalyst. It is interesting to observe that the use of the mixed ligands is important for the higher yields of this transformation: With the monoligand approach developed by Markó et al., the yields are relatively lower.
已经开发出一种方案，使用分子氧（空气或纯氧）作为氧化剂，从 2,3-烯丙基醇制备 1,2-烯基酮，在温和条件下以中等至良好的收率得到产物。在该反应中，CuCl（20 mol %）与 1,10-菲啰啉（10 mol %）和联吡啶（10 mol %）一起使用作为催化剂。有趣的是，观察到使用混合配体对于提高这种转化的收率非常重要：使用 Markó 等人开发的单配体方法，收率相对较低。
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