Aryne Relay Chemistry en Route to Aminoarenes: Synthesis of 3-Aminoaryne Precursors via Regioselective Silylamination of 3-(Triflyloxy)arynes
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- 作者：Suguru Yoshida ; Yu Nakamura ; Keisuke Uchida ; Yuki Hazama ; Takamitsu Hosoya
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：December 2, 2016
- 年：2016
- 卷：18
- 期：23
- 页码：6212-6215
- 全文大小：389K
- ISSN：1523-7052
文摘
A facile synthetic method for preparing 3-amino-2-silylaryl triflates via regioselective silylamination of 3-(triflyloxy)arynes with N-silylamines is described. Fluoride-mediated generation of 3-aminobenzyne from 3-amino-2-silylphenyl triflate, easily prepared by this method, in the presence of various arynophiles efficiently afforded diverse aniline derivatives, including a 5-aminocoumarin derivative, demonstrating the utility of aryne relay approach.