用高价碘试剂将肟氧化为腈氧化物。
Oxidation of oximes to nitrile oxides with hypervalent iodine reagents.
作者信息
Mendelsohn Brian A, Lee Shelley, Kim Simon, Teyssier Florian, Aulakh Virender S, Ciufolini Marco A
机构信息
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver BC V6T 1Z1, Canada.
出版信息
Org Lett. 2009 Apr 2;11(7):1539-42. doi: 10.1021/ol900194v.
PMID:19254039
Abstract
Iodobenzene diacetate in MeOH containing a catalytic amount of TFA efficiently oxidizes aldoximes to nitrile oxides. The latter may be trapped in situ with olefins in a bimolecular or an intramolecular mode. The new method enables the execution of tandem oxidative dearomatization of phenols/intramolecular nitrile oxide cycloaddition sequences leading to useful synthetic intermediates.
摘要
在含有催化量三氟乙酸的甲醇中，二醋酸碘苯能有效地将醛肟氧化为腈氧化物。后者可以双分子或分子内模式与烯烃原位捕获。该新方法能够实现酚的串联氧化脱芳构化/分子内腈氧化物环加成序列，从而得到有用的合成中间体。
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