Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland.
Org Lett. 2012 Feb 3;14(3):744-7. doi: 10.1021/ol203289v. Epub 2012 Jan 19.
A method for the para-selective alkynylation of anilines is reported using AuCl as catalyst and triisopropylsilylethynyl-1,2-benziodoxol-3(1H)-one (TIPS-EBX) as an electrophilic acetylene equivalent. Para-alkynyl anilines substituted at positions 2 or 3 were obtained in one step from simple anilines under mild conditions (room temperature to 60 °C) under air. The methodology could also be extended to the alkynylation of trimethoxybenzenes.
报道了一种使用 AuCl 作为催化剂,三异丙基硅基乙炔-1,2-苯并碘杂环戊烯-3(1H)-酮(TIPS-EBX)作为亲电乙炔等价物的对芳基炔基苯胺的选择性炔基化方法。在温和条件下(室温至 60°C)在空气中,从简单的苯胺一步即可得到 2 位或 3 位取代的对炔基苯胺。该方法也可扩展到三甲氧基苯的炔基化。