Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland.
Org Lett. 2010 Jan 15;12(2):384-7. doi: 10.1021/ol9027286.
The first example of intramolecular oxyalkynylation of nonactivated alkenes using oxidative Pd chemistry is reported. Both phenol and aromatic or aliphatic acid derivatives could be used under operator-friendly conditions (room temperature, technical solvents, under air). The discovery of the superiority of benziodoxolone-derived hypervalent iodine reagent 3d as an alkyne transfer reagent further expands the rapidly increasing utility of hypervalent iodine reagents in catalysis and is expected to have important implications for other similar processes.
报告了首例使用氧化 Pd 化学进行非活化烯烃的分子内氧炔基化反应的例子。在操作友好的条件下(室温、技术溶剂、在空气中)可以使用苯酚和芳香族或脂肪族酸衍生物。苯并碘杂环戊酮衍生的高价碘试剂 3d 作为炔烃转移试剂的优越性的发现进一步扩展了高价碘试剂在催化中的应用,预计对其他类似过程也具有重要意义。