School of Chemistry, University of Edinburgh, Joseph Black Building, King's Buildings, West Mains Rd., Edinburgh EH9 3JJ, UK.
Org Lett. 2011 Sep 16;13(18):4946-9. doi: 10.1021/ol202049v. Epub 2011 Aug 22.
Arynes, generated from trimethylsilyl phenyltriflate precursors, have been found to react with thioureas via a formal π-insertion into the C═S bond. The reaction contrasts with that of ureas, which proceeds via benzyne σ-insertion into the C-N bond, and represents a new, operationally simple route to functionalized amidines.
芳基三甲基硅基三氟甲磺酸酯前体生成的氮烯与硫脲通过 C═S 键的形式π-插入反应。该反应与脲的反应相反,脲通过苯炔σ-插入 C-N 键进行反应,这代表了一种新的、操作简单的方法来合成功能化的脒。