Jones Raymond C F, Chatterley Alexander, Marty Romain, Owton W Martin, Elsegood Mark R J
Department of Chemistry, Loughborough University, Leics. LE11 3TU, UK.
Chem Commun (Camb). 2015 Jan 21;51(6):1112-5. doi: 10.1039/c4cc07999j.
3-Aryltetrahydrobenzisoxazoles prepared en route to the coleophomone natural products and analogues, were found to undergo a remarkable base-mediated rearrangement to 2-aryltetrahydrobenzoxazoles. The scope of this unprecedented, facile transformation was probed: a range of analogues was produced, a mechanism proposed, and an application demonstrated by synthesis of a known herbicidal compound.
在合成鞘脂素天然产物及其类似物的过程中制备的3-芳基四氢苯并异恶唑,被发现会发生显著的碱介导重排反应生成2-芳基四氢苯并恶唑。对这种前所未有的、简便的转化反应的范围进行了探究:制备了一系列类似物,提出了一种机理,并通过合成一种已知的除草化合物展示了其应用。