Oxazoline-/Copper-Catalyzed Alkoxyl Radical Generation: Solvent-Switched to Access 3a,3a'-Bisfuroindoline and 3-Alkoxyl Furoindoline.,Organic Letters

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Oxazoline-/Copper-Catalyzed Alkoxyl Radical Generation: Solvent-Switched to Access 3a,3a'-Bisfuroindoline and 3-Alkoxyl Furoindoline.
Organic Letters ( IF 4.9 ) Pub Date : 2019-08-09 00:00:00 , DOI: 10.1021/acs.orglett.9b02394
Hai Ren _{1,

2} , Jun-Rong Song _{1,

2} , Zhi-Yao Li _{1,

2} , Wei-Dong Pan _{1,

2}

Affiliation

We report the first example of oxazoline-/copper-catalyzed alcohol oxidation to generate the alkoxyl radical under additive-free conditions. The resulting alkoxyl radical addition to alkene enables useful C-O bond-forming and selective C(sp3)-C(sp3) radical-radical dimerization/radical-trapping reactions, providing direct access to the 3a,3a'-bisfuro[2,3-b]indoline scaffold for the first time and a wide range of 3-alkoxyl furoindolines with high efficiency.

中文翻译：

恶唑啉/铜催化的烷氧基自由基生成：溶剂转换为访问3a，3a'-双呋喃二氢吲哚和3-烷氧基呋喃二氢吲哚。

我们报道了在无添加剂条件下恶唑啉/铜催化的醇氧化生成烷氧基自由基的第一个例子。生成的烷氧基自由基加成到烯烃中后，可形成有用的CO键，并选择性地进行C（sp3）-C（sp3）自由基-自由基二聚/自由基捕获反应，从而直接进入3a，3a'-bisfuro [2,3- b]首次使用吲哚啉骨架和高效的多种3-烷氧基呋喃二氢吲哚。

更新日期：2019-08-09

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