Double-Oxidative Dehydrogenative (DOD) Cyclization of Glycine Derivatives with Dioxane under Metal-Free Aerobic Conditions
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- 作者：Congde Huo ; Haisheng Xie ; Fengjuan Chen ; Jing Tang and Yajun Wang
- 关键词：aerobic conditions ; carbon tetrabromide (CBr4) ; dioxane ; glycine derivatives ; oxidative coupling
- 刊名：Advanced Synthesis & Catalysis
- 出版年：2016
- 出版时间：March 3, 2016
- 年：2016
- 卷：358
- 期：5
- 页码：724-730
- 全文大小：1734K
- ISSN：1615-4169
文摘
The first carbon tetrabromide-promoted novel double-oxidative dehydrogenative cyclization/acidic ring opening/aromatization tandem reaction of glycine derivatives with dioxane for the synthesis of complex quinoline motifs has been developed (up to 71% yield). The use of very inexpensive substrates (glycine derivatives and dioxane) and an extremely simple metal-free promoter (carbon tetrabromide) with green molecular oxygen (air) as an oxidant make this protocol very attractive for potential synthetic applications. A plausible mechanism involving a radical process is proposed.