Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Org Lett. 2010 Mar 19;12(6):1180-3. doi: 10.1021/ol902921s.
A variety of substituted benzisoxazoles has been prepared by the [3 + 2] cycloaddition of nitrile oxides and arynes. Both components, being highly reactive intermediates, have been generated in situ by fluoride anion from readily prepared aryne precursors and chlorooximes. The reaction scope is quite general, affording a novel, direct route to functionalized benzisoxazoles under mild reaction conditions.
各种取代的苯并异恶唑已经通过腈氧化物和芳炔的[3 + 2]环加成反应制备得到。两种反应物都是高反应活性的中间体,由氟离子从易于制备的芳炔前体和氯代肟原位生成。该反应具有广泛的适用性,在温和的反应条件下为功能化苯并异恶唑提供了一条新颖的直接途径。