Aryne Relay Chemistry en Route to Aminoarenes: Synthesis of 3-Aminoaryne Precursors via Regioselective Silylamination of 3-(Triflyloxy)arynes

作者:Yoshida Suguru; Nakamura Yu; Uchida Keisuke; Hazama Yuki; Hosoya Takamitsu
来源:Organic Letters, 2016, 18(23): 6212-6215.
DOI:10.1021/acs.orglett.6b03304

摘要

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.

  • 出版日期2016-12-2