通过原位生成的腈氧化物和芳炔的[3 + 2]环加成反应合成苯并异恶唑。
Synthesis of benzisoxazoles by the [3 + 2] cycloaddition of in situ generated nitrile oxides and arynes.
机构信息
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
出版信息
Org Lett. 2010 Mar 19;12(6):1180-3. doi: 10.1021/ol902921s.
Abstract
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.
摘要
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。
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