无金属条件下芳基硼酸及其衍生物与 DAST 型试剂的交叉偶联反应用于直接构建多样的芳基磺酰胺和磺酸盐。
Metal-Free Cross-Coupling of Arylboronic Acids and Derivatives with DAST-Type Reagents for Direct Access to Diverse Aromatic Sulfinamides and Sulfonamides.
机构信息
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237, China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
出版信息
Angew Chem Int Ed Engl. 2016 Aug 26;55(36):10811-5. doi: 10.1002/anie.201605066. Epub 2016 Aug 4.
We have developed a simple and convenient method for the cross-coupling of arylboronic acids and their derivatives with DAST-type reagents under mild and metal-free conditions to directly afford sulfinamides in moderate to good yields. Moreover, sulfonamides were obtained after a simple oxidation reaction. The reaction mechanism was investigated by (18) O-labeling experiments, and the synthetic utility was demonstrated by the sulfoxidation of natural products.
我们开发了一种简单便捷的方法，可在温和无金属条件下实现芳基硼酸及其衍生物与 DAST 型试剂的交叉偶联，以中等至良好的收率直接得到亚磺酰胺。此外，经过简单的氧化反应还可得到磺酰胺。通过（18）O 标记实验研究了反应机理，并通过天然产物的氧化反应展示了其合成实用性。
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