Synthesis of o-Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides

详细信息    查看全文

• 作者：Xiaojin Li ; Yan Sun ; Xin Huang ; Lei Zhang ; Lichun Kong ; Bo Peng
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：February 17, 2017
• 年：2017
• 卷：19
• 期：4
• 页码：838-841
• 全文大小：419K
• ISSN：1523-7052

文摘

The aryne insertion into “S═O” bond has been validated recently. This technology is elusively applied to the synthesis of thioethers. In contrast to the reported cases, the reaction described furnished o-aryloxy triarylsulfonium salts, in lieu of thioethers, in good to excellent yields. The reaction is also featured by its exquisite regioselectivity, broad substrate scope, and mild conditions (25 °C). Preliminary mechanistic studies suggest that the reaction probably proceeds in a sequential [2 + 2] cycloaddtion/O-arylation/protonation pathway.