磷酸催化吲哚的亲电硫氰化反应：合成含 SCN 芳基吲哚化合物。
Phosphoric Acid Catalyzed Electrophilic Thiocyanation of Indoles: Access to SCN-Containing Aryl-Indole Compounds.
机构信息
School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai, 200240, P. R. China.
Engineering Technology Research Center for Environmental Protection Materials, Pingxiang University, Pingxiang, Jiangxi, 337055, P. R. China.
出版信息
Chem Asian J. 2022 Jun 1;17(11):e202200256. doi: 10.1002/asia.202200256. Epub 2022 Apr 26.
A phosphoric acid catalyzed electrophilic thiocyanation of 3-aryl indoles, which provides an efficient and modular approach to SCN-containing 3-aryl indole compounds, was developed for the first time. A variety of 2-SCN-3-aryl indoles were obtained with moderate to excellent yields. Furthermore, catalytic asymmetric manner of this reaction was also studied. Using chiral phosphoric acid as the catalyst, axially chiral SCN-containing 3-aryl indoles were obtained in moderate to good yields with moderate enantioselectivity.
首次开发了一种磷酸催化的 3-芳基吲哚的亲电硫氰化反应，为含 SCN 的 3-芳基吲哚化合物提供了一种高效、模块化的方法。通过该方法可以中等至优异的收率得到多种 2-SCN-3-芳基吲哚。此外，还研究了该反应的催化不对称方式。使用手性磷酸作为催化剂，可以中等至良好的收率和中等的对映选择性得到具有轴手性的含 SCN 的 3-芳基吲哚。
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